ABSTRACTS
R. A. REINERS, Editor. ABSTRACTORS: J. G. Endres, J. Iavicoli, K. Kitsuta, F. A. Kummerow, Gladys Macy, E. G. Perkins, T. H. Smouse, J. A. Thompson and R. W. Walker
• Fats and Oils FIELD IONIZATION ~fASS SPECTROMETRY OF HEAVY PETROLEUM FRACTIONS. W. Mead (British Petroleum Co., B P Research Centre, Chersey Road, Sunbury-on-Thames, Middlesex, England). Anal. Chem. 40, 743-47 (1968). Field ionization mass spectrometry has been applle4 to the examination of paraffin waxes in the 300 to 550C boiling range. Using a razor blade as emitter adequate sensitivity has been obtained with a spectral reproducibility of the order of ___5%. Calibration data for the main hydrocarbon types, n-paraffins, isoparaffins, cyeloparaffins, and alkylbenzenes, have been derived, l~elatlve sensitivities of the parent peaks of the n-paraffins in the carbon number range 20 to 40 have been determined and found to be equal to each other. The data have been applied to the analysis of two reference waxes. COCONUT PROCESSING IN Ti~E TROPICS. Anon. Food Teehnol 21, 255 (1967). Coconut kernel meat resists penetration by chemicals applied in water solution as dips or sprays. This discovery has led to an easy low-cost treatment of coconuts in the field that decreases loss through spoilage. The treatment consists of momentary dipping in a 25% solution of sodium carbonate, or in a mixture of 7% acetic acid and 5% sulfuric acid. The food value of treated coconut is not impaired, and the quality of copra cake and oil is improved. FUNCTIONAL BREAD-MAKING PROPERTIES OF W H E A T FLOUR LtPIDS. I. ]~ECONSITITUTION STUDIES AND PROPERTIES OF DEFATTED FLOURS. Y. Pomeranz, M. Shogren and K. Finney (Dept. Grain Sci. Ind., Kansas St. Univ., Manhattan, Ka. 65502). Food Teehnol. 22, 324--27 (1968). Adding shortening to original flours improved loaf volume and crumb grain substantially and consistently. Adding shortening hnpaired crumb grain of bread baked from defatted flours. Loaf volumes of bread baked from defatted strong flours were decreased, and from defatted poor flours were increased, by adding shortening to the dough formula. The shortening response of strong flours was completely restored by reconstitution with free lipids from any of the 6 flours tested. I t was established by reconstitution techniques that the amount of free llpids required to give the original loaf volume was at least half the amount of the original flour. II. THE ROLE 0F FLOUR LIPID FRACTIONS IN BREAD-~AKING. R. Daftary, Y. Pomeranz, M. Shogren and K. Finney. Ibid. 327-30. Free polar lipids increased loaf volume substantially; the increase was smaller when bound polar llpids were added. Lipid fractions isolated from various flours indicated no varietal differences. Total free lipids containing a mixture of nonpolar and polar components (in a ratio of 3:1) improved bread quality less than polar llpids alone. Nonpolar lipids decreased loaf volume and impaired crumb grain of bread baked from petroleum-ether-extracted flours; the deleterious effects were counteracted by polar lipids. The effects on bread depended on the levels and ratios of the nonpolar to polar lipids. POLYCYCLIC AROE[ATIC HYDROCARBONS IN SOLVENTS USED IN EXTRACTION 0!~ EDIBLE 0ILS. J. Howard, T. Fazio, and R. White (Div. of Food Chem., Bureau of Science, Food and Drug Admin., Washington, D. C. 20204). J. Agr. Food Chem. 16, 72-6 (1968). A method has been developed for the isolation and determination of polycyclle aromatic hydrocarbons in commercial hexanes used in the solvent extraction of edible oils. The hydrocarbons are isolated by partition, column, and thln-layer chromatographic techniques and measured by ultraviolet and speetrophotofluorometri~ procedures. Average recoveries of benzo(a)pyrene, dibenz(a,h)anthracene, benz(a)-anthraeene, and benzo(g,h,i)perylene added to 500 grams of hexane solvents at levels of 2 p.p.b, ranged from 86 to 95%. Trace quantities of pyrene, fluoranthene, anthracene, phenanthrene, and various substituted phenanthrenes were isolated from 9 of the 15 solvents analyzed in this study. No known carcinogenic hydrocarbons were detected. ~APID :M:ETHOD FOR THE GAS-CHROmATOGRAPHIC DETERMINATION OF VOLATILE FATTY ACIDS II~ RU]tIEN FLUID. B. Cottyn and C. Boucque (National Inst. for Animal Nutr., Gontrode (Ghent), Belgium). J. Agr. Food Chem. 16, 105-7 (1968). A rapid method for the gas-chromatographic determination of volatile f a t t y acids (VFA, C~ to C~) in rumen fluid with the aid of flame ionization detection is based on the direct analysis
J. A~. OIL CHEMISTS' SOC., JVnY 1968 (VOL. 45)
of the rumen fluid without previous extraction. After filtration of the tureen fluid, metaphosphorlc acid is added to precipitate proteins, and formic acid (5~o) is used to eliminate the disturbing "ghosting" effect. The clear supernatant obtained after centrifugation is injected directly into the column. The analysis of one rumen sample requires about 8 minutes. For the quantitative determination, a nonautomatic integratm is used. The individual Y F A are calculated by comparing with a standard. The recovery and precision of the gaschromatographic techniques are discussed. APPARATUS C0~[BINING GAS CHRO:M:ATOGRAFHY WITII SPECTROPHOTOPLUORO~ETRY BY I~EANS OF A FLOWING LIQUID INTERFACE. M. Bowman and M. Beroza (Entomology Res. Div., Agr. Res. Serviee, U.S. Dept. of Agr., Tifton, Ga. 31794). A n a l Chem. 40, 535-540 (1968). An al~paratus has been devised to combine the high separative powers of the gas chromatograph with the high sensitivity and selective response of the spectrophotefluorometer. The solute in the effluent of the gas chromatograph is picked up by a slowly flowing stream of alcohol, and the alcohol solution is monitored in a flow cell at the desired excitation and emission wavelengths. The combination has been used to analyze compounds. Analyses in the manogram range were possible, and sensitivity frequently exceeded that of the flame ionization detector. ORGANOLEPTIC IDENTIFICATION OF ROASTED BEEF~ VEAL, LA~IB AND PORK AS AFFECTED BY FAT. A. Wasserman and Florence Talley (Eastern Util. Res. and Devel. Div., Agr. Res. Serv., U.S. Dept. Agr., Philadelphia, Pa. 19118). J. 7£ood S~i. 33, 219-223 (1968). A taste panel was used to study the identification of roasted beef, pork, lamb and veal by flavor alone and the effect of f a t on identification. Only about one-third of the panel could identify correctly all four meats by memory of the flavors. There was an increase in the total number of correct identifications made by comparison of the unknown roasted meat samples with known standards but this was not significantly greater than the total correct responses by memory of the flavor alone. Beef and lamb, but not pork and veal, were identified significantly less often when lean ground roasts were tested than when normal ground roasts (containing f a t ) were used. Texture, color, mouth feel, and other factors may be important in the identification of meat. Beef, lamb and pork fat, as well as these fats after extraction with chloroform:methanol, were added to lean veal prior to roasting. Addition of beef f a t did not increase recognition of veal as beef. Pork f a t contained a factor increasing identification of veal as pork, but this factor was water-soluble and could be removed. Lamb fat contained a component, or a fat-soluble component that significantly increased the identification of veal as lamb. THE I~ON-SAPONIFIABLE CONSTITUENTS OF LETTUCE. F. Knapp, It. Aexel and tI. Nicholas (Inst. Med. Educ. and l~es., St. Louis Univ. School of Med., St. Louis, Mo.). J. Food Sei. 33, 159-62 (1968). By means of thin-layer chromatography, gas-llquid chromatography and chemical analyses the following substances were identified in dried Iceberg lettuce (Lactuca sativa L . ) : c e r y l alcohol, fl-sitostero], stigmasterol, campesterol and the glycosides of the latter three sterols. An mfidentified substance, probably a sterol, was detected by gas-llquid chromatography. A mixture of triterpenes identified as containing fl-amyrin, a-amyrin and ~-taraxasterol was also found. EFFECT OF TEMPERATURE ON RATE OF AUTOXIDATION OF MILK FAT. D. Hamm, E. Hammond and D. Hotchkiss (Dept. of Dairy and Food Ind., Iowa State Univ., Ames, Iowa). J . Dairy Sei. 51, 483-91 (1968). Milk f a t was autoxldized at 50, 35, 21, 4, --10, and --27C, and the reaction monitored by peroxide and thiobarbituric acid (TBA) values and organoleptic examination. The season of production and addition of 0.1 ppm of copper as copper palmitate had little effect on the flavor response, and the same character and sequence of flavors were observed at all temperatures. Equations were fitted statistically to the pooled organoleptlc data to predict the effect of time and temperature on the flavor responses. Peroxide and TBA values showed significant correlation with the flavors at higher temperatures, but at lower temperatures no increases in peroxide and TBA values could be observed. Autexidation flavors were observed at all temperatures and were actually more intense at --27 than at --10C. Apparent heats of activations were calculated for the peroxide, TBA, and flavor reactions. The heat of activation of the TBA
381A
ABSTRACTS: FATS AND OILS reaction was significantly higher than the others. The TBA and peroxide values were significantly stimulated by addition of copper, but copper did not affect the apparent heats of activation of the reactions. THE STEROLS OF OCHKOIffOMAS DANICA A N D O C H R O N O M A S ~ A L H A M E N S I S . M . Gershengorn, A. Smith, G. Goulston, L. Goad,
T. Goodwill and T. Haines. (Dept. Chem., The City Coll. of the City Univ. of N.Y., N.Y., N.Y. 10031). Biochemistry 7, 1698-1706 (1968). The sterols of Ovhromonas danica have been identified as ergosterol, brassicasterol, 22-dihydrobrassicasterol, clionasterol, poriferasterol, and probably 7dehydroporiferasterol. By contrast Ochramonas ~nalhamensis contains only poriferasterol as the major sterol component. In addition, evidence has been obtained for the occurrence of eycloartenol and 24-methyl-enecycloartanol in O. danica and O. ¢nalhamensis. MULTI-DIMENSIONAL CHROMATOGRAPHY USING DIFFERENT DEVELOPII~'G ~ETHODS. IV. RATIONAL IDENTIFICATION OF F A T T Y ACID ESTERS BY :MEANS OF PROGRA:M:~IEDDISTRIBUTION OF FRACTIONS IN TWO-DIMENSIONAL (GC-TLC) CHROMATOGRA~[S. i~. Ruseva-Atanasova and J. J a n a k (Lab for Gas Anal, Czechoslovakia Acad. of Sci., Bino, Czechoslovakia). J. Chroma~og. 21(2), 207-12 (1966). An identification method for complex f a t t y acid mixtures has been developed by using a new two-dimensional chromatographic technique. The first dimension is gas chromatography with the effluent being eluted upon a logarithmically travelling start line of a thinlayer, the second dimension by the thin-layer chromatogram (silica gel coated with silver nitrate). By using 2 to 4 standards, the pattern of the chromatographic bands can be interpreted due to the simple and characteristic distances traveled by the components. GAS-LIQUID CHROMATOGRAPHY OF VOLATILE FATTY ACIDS FROM FORMIC ACID TO YALERIC ACID. I I I . ANALYSIS OF DILUTE ETHEREAL SOLUTIONS USING A THERMAL CONDUCTIVITY DETECTOR. R. B. Jackson (Fodder Conservation See., CSIRO, Highett, ¥ietoria, Australia). J. Chromatog. 22(2), 261-65 (]966). A new stationary phase which adequately separates the acids from water and up to 0.5 ml. of ether is described. I t consists of a 122 cm X 4 mm I.D. stainless steel column packed with a mixture of Ucon LB-550-X, sebacic acid and acld-washed Chromosorb W, 80-100 mesh (1:1:10). A procedure is also described for the estimation of C~ to C5 f a t t y acids isolated from biological material. GAS-LIQUID CHROMATOGRAPHY AND LIPID CHEMISTRY. X. ANALYSIS OF TRIGLYCERIDE MIXTURES. D. Lefort, R. Perron, A. Ponrehez, C. Madelmont and J. P e t i t (Lab. de Lipochime du CNRS, Bellevue, France). J. Chromatog. 22(2), 266-73 (1966). By means of gas chromatography i t is possible to identify and verify the purity of various mixed glycerides of myristic, palmitic and stearic acid. Positional isomers can, however, not be differentiated. I t is shown that a mixed glyceride does not undergo transformation during the procedure. FREE AND ESTERIFIED CHOLESTEROL CONTENT OF ANIMAL MUSCLES AND MEAT PRODUCTS. C. r u , W. D. Powrie and 0. Fennema (Dept. of Food Sci. and Ind., Univ. of Wise., Madison, Wise.). J. Food Sci. 32, 30-34 (1967). A method was perfected for the precise, accurate measurement of total and free cholesterol in lipid extracts of raw beef and pork muscle and of meat products. The average total cholesterol content of beef and pork muscles was estimated to be, respectively, 58 and 65 mg per 100 g. ]~oth beef and pork muscles had an average cholesterol ester concentration of about 6% of the total cholesterol. Regression equations indicated that the total cholesterol content of muscle increased very slightly as the percent lipid value rose. During the broiling of ground chuck samples, up to 15% of the total cholesterol in raw meat was lost in the cook drip. CHANGES IN FATTY ACID CO:MPOSITION OF PORCINE MUSCLE LIPID ASSOCIATED WITH SEX AND WEIGHT. E. Allen, R. G. Cassens and R. W. Bray (Univ. of Wisc., Madison, Wise.) J. Food Sei. 32, 26-29 (1967). The f a t t y acid composition of porelne Longissi~nus dorsi muscle lipid was determined for 30 animals slaughtered at two live weights and consisting of an equal number of boars, barrows and gilts. The lipid was separated into the neutral lipid and phospholipld fractions prior to analysis. Odd numbered f a t t y acids (C_~1, C~3, C~ and C~) were significantly higher in the phosphollpid fraction; the C~7 f a t t y acid was never detected in the neutral lipid fraction. Both weight and sex effects were restricted
384A
to the neutral lipid fraction. Weight had a significant effect on amount of Clo, Cn, C1~, C14, C~ and C~ f a t t y acids of one or more of the sexes. GAS-LIQUID CHROMATOGRAPHICMETHOD FOR TtIE DETERMINATION OF FAT-SOLUBLE VITAMINS. IV. APPLICATION TO VITAMIN K1. D. A. Libby, A. R. Presser and A. J. Sheppard (Die. of Nutr., Food and Drug Admin., Washington, D. C. 20204). J. Assoc. O/fly. Anal. Che~n. 50, 806-9 (1967). The parameters for the detection and quantitative measurement of vitamin K~ by gas-liquid chromatography are reported. On SE-30, the most satisfactory immobile phase, the vitamin K~ peak was completely resolved from tocopherols included in test materials. Quantitatively, 0.5 and 2 ~g can be effectively measured with the hydrogen flame ionization and the betaionization detectors, respectively. Both detectors gave a linear response to increasing quantities of vitamin K1. THE STEROLS OF SEAFOOD. D. Kritehevsky, S. A. Topper, N. W. Ditullio and W. L. Holmes (The Wistar Inst. of Anatomy and Biology, Philadelphia, Pa. 19104). J. Food Sc~. 32, 64-66 (1967). Gas chromatography showed that the sterol fraction of all seafood examined is predominantly cholesterol (over 90% in haddock, pollock, salmon, shrimp and lobster; 41% in oysters, 57% in crab, 26% in scallop and 37% in clam). Oyster sterols also included 24-methylenecholesterol (26%), and a crab sterol component was brassicasterol (37%). Sterols other than cholesterol give different ehromogens in the colorimetrie analysis for sterols, which may account, in part, for the variability in "cholesterol" values reported in the literature. CHANGES IN LIPID COMPOSITION OF CHICKEN MUSCLE DURING FROZEN STORAGE. E. Davidkova and A. W. Khan (Die. of Biosci., Nat. Res. Council, Ottawa 2, Canada.). J. Food Sc~. 32, 35-37 (1967). Fresh chicken muscle contained about 1.1% lipids, of which more than half was phospholipid, and about 30% triglyceride; small amounts of cholesterol, cholesterol esters and free f a t t y acids were present. During storage at --10C, the phospholipid content of the muscle decreased owing to loss of ]ecithins and cephalins, the free f a t t y acid and triglyceride contents increased, the sphingomyelin content remained unchanged, and the lysolecithin content increased. The results suggest that lipolysis occurred during frozen storage, and that lipid hydrolysis and protein denaturation may be interdependent phenomena: THE LOSS OF :METHYL ESTERS OF POLYUNSATURATED ACIDS DURING GAS CHROMATOGRAPHY. T. Gerson, F. B. Shorland and J. E. A. Mclntosh ( F a t s Res. Div., Dept. of Sci. and Ind. Res., Wellington, New Zealand). J. Chro~n~atog. 23(1), 61-66 (1966). Using Oolite as a solid support it was found that the recovery of methyl esters of polyunsaturated acid during gas chromatographic analysis decreased with increasing unsaturation. Greatest losses were sustained with DEGA and limited tests with BDS, EGS, PEG indicated they were unsatisfactory. With linolenate, EGA on siliconized Ce]ite proved satisfactory. Similarly, precoating the solid support with Epicote resin improved the results with 20% EGA. The loss of eicosapentaenoate was lowered from 42% to 22% on the Epicote treated columns. Glass microbeads proved to be a more inert support but lacked resolving power due to low surface area. F A T T Y ACID COI%fPOSITION 0P PAL~[ KERNEL, ILLIPE, A N D S H E A N U T OILS B Y U R E A FRACTIONATION A N D PROGRAIK:MED TEMPERATURE GAS CHROMATOGRAPHY. L. Iverson and G. Harrill
(Die. of Food Stand. and Additives, Washington, D. C. 20204). J. Assoc. Offie. Anal. Che~n. 50(6), 1335-38 (1967). The detection of C~ to Cs f a t t y acids is possible when their methyl esters are concentrated by urea fractionation so that esters with similar gas chromatographic retention times are in different fractions. By modified programmed temperature gas chromatographic techniques, it is possible to detect and estimate f a t t y acids present in trace amounts (0.1 to 0.001%) in palm kernel, shea nut and illipe oils. The odd and even chain length saturated f a t t y acids from C6 to C2s were detected. The odd and even chain length monounsaturates from C~4 to C~ and the even chain length dienes from C~ to C= were detected. OF CAROTENE IN F R E S H FORAGES A N D SILAGES FOLLOWING FREEZE-DRYII~G AND GRINDING. J. T. Gilllngham (Agricultural Chemical Services, Clemson Univ., Clemson, S. C. 29631). J. Assoc. O~e. Anal. Chc~n. 50, 828-31 (1967). The carotene content of fresh forages and silages was an-
DETER:MINATION
J AM. OIL C~EMISTS' SOC, JULY 1968 (VOL. 45)
A B S T R A C T S : F A T S A N D OILS Myzed by two methods: AOCS method 39.015 (a) and the Bickoff et al. method modified to include freeze-drying and grinding of the sample and chromatographing only an aliquot a f t e r extraction. D a t a on orchardgrass, rescue, clover-grass mixtures, and silage samples indicated t h a t the method described is accurate and reproducible. The average variation is ___8 # g / g and identical values in duplicate determinations are recorded in 16 out of 34 values.
near infra-red spectral absorption properties of 2-ram-thick samples of m e a t emulsions were measured by direct speetrophotometric techniques. The difference in optical density between 1.80 and 1.725 ~ gave a high correlation with moisture content and the difference between 1.725 and 1.65 p. gave a high correlation with f a t content. Direct spectrophotometrlc analysis predicted f a t content within a s t a n d a r d error of -4-2.1% and moisture content within +--1.4%.
GAS CHRO~[ATOGI~APHICDETER~d:INATIOI~OF BUTYLATEDHYDEOXYANISOLE AND BUTYLATED IIYDROXYTOLUENE IN BREAKFAST CEREALS. D. M. T a k a h a s h i (Food and D r u g Administration, 50 Fulton St., San Francisco, Calif. 94102). J. Assoc. O ~ c . Anat. Chem. 50(4), 880-84 (1967). The gas chromatographic method for B H A and B H T in rice a~ld corn ready-to-eat cereals was revised to include CS2 elution of the ant]oxidants and gas-liquid chromat~)graphy, using a hydrogen flame ionization detection system for the determination. Different gas chromatographic columns were found to be more suitable: 5% Apiezon L on 80/100 mesh Gas Chrom Q (4' column), and 10% QF-1 silicone oil on 80/100 mesh Gas Chrom Q (6' column). The elation order of the ant]oxidants is reversed on the two columns. 3,5-Di-tert-butyl-4-hydroxyanisole is used as the internal standard, lteeoveries of the two ant]oxidants added at 5, 10, 25, and 50 p p m levels, were 96-106% with the QF-1 column and 96-104% with the Apiezon L column.
ACTION OF MICROOI~ANISMS O1~ TYIE PEROXIDES AND CAI~BONYLS OF RANCID FAT. J. L. Smith and J. A. Alford ( E a s t e r n Util. Res. and Devel. Div., ARS, USDA, Beltsville, Md. 20705). J. F o o d Sci. 33, 93-7 (1968). The effects of 26 species of bacteria, molds, and yeasts on the hydroperoxides and monocarbonyls in rancid f a t have been determined. All of the cultures were capable of decomposing the hydroperoxides. The activity of microorganisms on the monocarbonyI content of the rancid f a t was quite varied and could be divided into: 1) microorganisms which produced large increases in at least two monocarbonyl classes; 2) microorganisms which removed 2,4-dienals; 3) microorganisnls which removed 2,4dienals and 2-enals, and 4) microorganisms which caused decreases in at least two classes of monocarbonyls (without destroying completely any class).
A CO)~PLEMENTAKY THIN-LAYER AND GAS-LIQUID CIdROMATOGRAPHIC PROCEDURE FOR FATTY ACID ANALYSIS. H. B. White, Jr. (Dept. of Biochem., Univ. of Miss. Sch. of Med., Jackson, Miss.). J. Chromatog. 21(2), 213-22 (1966). A procedure is described for the analysis of methyl esters of f a t t y acids on the basis of number of double bonds and chain length. A f t e r conversion of the u n s a t u r a t e s to their methoxy, bromomercuri-adduets, separation of the saturated, monoenoic, dienoie, trienoic tetraenoic, and combined pentaenoic and hexaenoic classes was accomplished by thin-layer chromatography. Following adduct decomposition, chain lengths within each class were determined by gas chromatography.
GAS-LIQUID CHROMATOOtCAPItY OF VOLATILE FATTY ACIDS FRO~ FOICMIC ACID TO VALERIC ACID. II. THE INSTABILITY 0F SILICONE 0IL-FATTY ACID STATIONARY PHASES. ~=~. B. Jackson (Fodder Conservation See., CSIRO, Highett, Victoria, Australia). J. Chromatog. 22(2), 251-60 (1966). The stability of silicone DC 550-stearic acid and silicone DC 550-behenic acid stationary phases was investigated. Colmnns of these liquid phases rapidly lost their resolving power for volatile f a t t y acids when operated with a dry carrier gas. Resolving power could be restored by using wet carrier gas for 24 hours. Deterioration could be prevented by using wet carrier gas or by incorporating o-phosphoric acid in the liquid phase; the latter did cause some formic acid decomposition with dry carrier gases. VOLATILE FATTY ACIDS IN S01~[E BRANDS OF WHISKY~ COGNAC AND RUM. L. Nykanen, E. P u p u t t i and H. Suomalainen (Res. Lab. of the State Alc. Monopoly (Alko), Helsinki, F i n l a n d ) . J. F o o d Sci. 33, 88-92 (1968). Gas chromatography has been applied to eight different types of whisky, two of cognac, one of brandy, and four of rum, for determination of the relative proportions of volatile f a t t y acids, with the lower molecular acids as free acids, b u t upwards from caprylic acid as methyl esters. R u m contained the largest amount of volatile acids, 600 m g / L , while one of the brands of Scotch whisky contained the least, 90 m g / L . Acetic acid represented 40-95% of the total amount of volatile acids in the whisky; in cognac and brandy, the value was 50-75%, and in rum 75-90%. CHANGES IIq LIPID CO]KPOSITION OF SWEET POTATOES AS AFFECTED BY CO~'TROLLED STORAGE. W. S. Boggess Jr., J. E. Marion, J. G. Woodroof and A. H. Dempsey (Food Sci. Dept., Univ. of Ga., Experiment, Ga. 30212). J. F o o d Sci. 32, 554-58 (2967). Lipids were extracted from Georgia Red and Centennial varieties of sweet potatoes and studied to determine changes during storage at. 15.5, 10, and 4.5C. The two varieties did not differ initially in the relative proportions of f a t t y acids. However, the short chain saturated acids, inchlding palm]tic, decreased during cure and storage, while linoleic, linolenie and tetraeosaenoic acids increased. The Centennial variety contained higher levels of total llpids. DIRECT SPEC~ROPHOTO~ETRIC DETEtC)IINATION ]kgOISTURE IN ~MEATPRODUCTS. I . Ben-Gera and (Inst. Res. Lab., Market Quality Res. Div., Beltsville, Md. 20705). J. F o o d Sci. 33, 64-68
386A
OF FAT AND K. II. Norris ARS, USDA, (1968). The
A COMPARISON OF SOLVENT AND T[IER~iAL TECIINIQUES FOR DETER]VLINING THE FAT CONTENT OE GROUND BEEF. D. ~:~. Bell]s, J. L. Seer]st and M. J. Linskey (Food Lab., U. S. A r m y Natick Lab., Natick, Mass.). J. F o o d Sci. 32, 521-24 (1967). Results correlated significantly (1% level) with results ob~ tained by the official AOAC solvent extraction procedure. The f a t levels investigated ranged between 14 and 29%. As the amount of sample grinding increased, the f a t variation within thermal extraction replications decreased, while the differences between the thermal and solvent extracted f a t became larger. Linear regression between the two methods contained significant error in certain areas of the f a t range tested. DIELECTRIC PROPEI~TIES OF COI~MERCIAL COOKING OILS. W. E. Pace, W. B. Westphal and S. A. Goldblith (Mass. Inst. of Technol., Cambridge, Mass. 02139). J . F o o d Sci. 33, 30-36 (1968). The differences in dielectric properties among f a t s and oils appear to be attributable to the phase (solid vs. liquid) of the material and generally correspond to the degree of u n s a t u r a t i o n as evidenced by iodine values. The differences in loss factors among these f a t s and oils at any given temperature and frequency (within the range a t which the measurements were made) are too small to be of any practical importance in selecting any one of them for use in heating processes using microwaves. FATTY ACID COAiPOSITIONS OF BOVINE SUBCUTANEOUS FAT DEPOTS DETERMINED BY GAS-LIQUID CHRO~iATOGRAPItY. R. N. TerreI1, R. W. Lewis, R. G. Cassens and 1~. W. B r a y (Dept. of Meat and Animal Sci., Univ. of Wise., Madison, Wise. 53706). J. F o o d Sci. 32, 516-20 (1967). Among sites and acids analyzed, the outer subcutaneous f a t over the triceps brachii (OSTB) had a larger percentage of C14:1 (5% level) and C16:1 (1% level) than the seam f a t samples between the semimembranosus and biceps femoris ( S E A M ) . The S E A M had a larger percentage of C14 than the inner subcutaneous f a t over the semitendinosus ( N S T ) (5% level). The SEAM also had a larger percentage of C14 than the N S T (5% level). CHANCES IN THE POLYUNSATURATED FATTY ACID COfqTENT 0]~' POTATO TUBERS DURING OROWTH, MATURATION AND STORAGE. J. H. Schwartz, R. E. Lade and W. L. Porter (Eastern Regional Res. Lab., ARS, USDA, Phil., Pa. 19118). J. F o o d Semi. 33, 115-18 (1968). During storage ]inoleic and linolenic were almost the only polyunsaturated acids present, b u t during growth and m a t u r a t i o n considerable amounts of unidentified polyunsaturated acids were found. The percentage of polyunsaturated acids in the dry weight of tuber decreased to a low value near harvest time and remained near this value throughout the 6.3-month storage period, except t h a t the value in Pontiacs stored 19 days was sonIewhat high. The percent of polyunsaturates in the total f a t t y acid fraction also dropped to a low value during growth and m a t u r a t i o n but increased somewhat during storage. ATYPICAL INTRAFASICULARACCU]kEULATION OF FAT IN STRIATED PORCINE tMUSCLE. E. Allen, R. G. Cassens and R. W. B r a y (Dept. of Meat and Animal Sci., Univ. of Wise., Madison, Wise. 53706). J. F o o d Sci. 32, 146-~47 (1967). Post-mortem (Continued on page 402A) J. A ~ . OIL C~E~ISTS' See., .~lmv 1968 (VO~. 45)
ABSq~RACTS: F A T S AND OILS (Continued from page 386A) muscle appeared normal in color, texture, and visible fat, but Sudan IV staining revealed that certain intrafascicular cells did contain fat. L I P I D S I N FLOUR FR03~ GA~lC£A IRRADIATED WHEAT.
0.
Chung,
K. F. Firmey and Y. Pomeranz (Crops Res. Div. USDA, Kansas State Univ., Manhattan, Kansas 66502). J. Food Sci. 32, 315-17 (1967). Lipids were extracted with petroleum ether and with water-saturated butanol from flours milled from wheat aliquots gamma-irradiated by 0, 1, 2, 3, 5 and 10 × 10 ° rep doses. The water-saturated butanol extract was fractionated by silieic acid colunm chromatography into polar and nonpolar tipids. The fractions were studied for phosphorus content and by thln-layer chromatography. Profound changes in rheologieal properties and bread-making characteristics of the flours were accompanied by a small decrease in the ratio of nonpolar to polar lipids and by an increase in the phosphorus content of the polar fraction. NATURE OF TIIE RESIDUAL LIPIDS IN FISI-I PROTEIN CONCENTRATE
( F P C ) . B. F. Medwadowski, J. Van Der Yeen and H. S. Olcott (Inst. of Marine Resources, Dept. of Nutr. Sci., Univ. of Calif., Berkeley, Calif. 94720). J. Food Sci. 32, 361-65 (1967). Isopropanol-extracted saznples had 0.1-0.2% residual lipid and an ethylene dichloride-extracted sample had approximately 0.5% residual lipid. The lipids contained 5060% neutral lipid, 20-25% phospholipids, 5-10% acidic lipids and the remainder uncharacterized. F a t t y acid analysis of the total lipids showed that the saturated fatty acids were mainly pa]mitie and stearic and the unsaturated f a t t y acids were mainly oleie and palmitoleic. F A T T Y ACID COMPOSITION OF THE INNER AND OUTER LAYERS OF PORCINE BACKEAT AS AFFECTED BY ENERGY LEVEL, SEX
AND SIRE. D. E. Koch, A. F. P a r r and R. A. Merkel (Dept. of Animal Husbandry and Food Sci., Michigan State Univ., East Lansing, Mich. 48823). J. Food SeL 33, 176-80 (1968). In two experiments, the inner layer of backfat consistently contained more saturated f a t t y acids, primarily accounted for by stearic acid, and contained less palmitoleic, oleic and linoleic acids than the outer layer. None of the variables in either experiment significantly affected the differences between layers. I n Experiment 1, energy levels below 80% of full feed significantly decreased stearic aeld content and increased linoleic acid content. I n Experiment 2 the f a t t y acid composition of backfat from pigs fed 80% of full feed did not differ significantly from full-fed pigs. THE
LIPIDS
O1° RAW
AND
COOKED
GROUND BEEF
Hornstein, P. F. Crowe and R. HiDer (Market Quality Res. Div., ARS, USDA, Beltsville, Md.). J. Food Sci. 32, 650 55 (1967). The ]ipids extracted from five different muscles of four Angus steers were separated into phospholipids, free f a t t y acids and a fraction containing the triglycerides. The phospholipid concentration for a given muscle was relatively constant in all four animals. The concentration of total ]ipids varied considerably more than that of phospholipids. The diaphragm had the highest total lipid and phospholipid content. The diaphragm also differed from the other nmscles studied in the pahnitic and stearic acid concentration of the phospholipids. COMPOSITION OF LIPIDS IN SO)tIE BEEF ]~IUSCLES. I .
AND
PORK.
A. M. Campbell and P. R. Turkki (Agr. Exp. Sta., Univ. of Tenn., Knoxville, Tenn. 37916). J. Food Sci. 32, 143-46 (1967). Lipids were fractionated into phosphoIipids and neutral lipids. The f a t t y acid composition of the total extracted lipid and of the lipid fractions was determined. Phospholipid concentration was higher in cooked than in raw meat, vchether expressed as percent of fat or as percent of meat. F a t t y acid patterns of the lipid were similar in raw and cooked meat, except that the concentration of tinoleate in the phospholipid f a t t y acids was higher in cooked pork than in raw pork. C*M. Chiu and Y. Pomeranz (Dept. of Grain Sci. and Ind., Kansas State Univ., Manhattan, Kansas 66502). J. Food Sci. 32, 422-25 (1967). The hard red spring kernels had, generally, more free lipids than hard red winter kernels; differences in bound lipids were small. Total lipid content per kernel depended primarily on kernel size, and was affected little by wheat class or variety. Thin-layer chromatography showed trlglyeerides as the major nonpolar component, and digalactosyl glyceride and phosphatidyl choline as the major polar components. Concentrations of individual nonpolar or polar components were not affected significantly by kernel size.
L I P I D S IN ~WIIEAT KERNELS OF VARYING SIZE.
Established 1904
HOUSTON LABORATORIES Analytical and Consulting Chemists 311 Chenevert S t r e e t P.O. B o x 132 H o u s t o n , Texas 77001 CA 2-1319
LIPID
COMPOSITION
OF
NO]~MAL
AND
PALE~
SOPT~
EXUDATIVE
PORCINE MUSCLE. J. D. Sink, R. W. Bray, W. G. Hoekstra and E. J. Briskey (Dept. of Meat and Animal Sci., Univ. of Wisc., Madison, Wise.). J. Food Sci. 32, 258-60 (1967). No significant differences, between normal and pale, soft, exudative nmscles were noted in total lipid or f a t t y acid composition. Likewise, neither lipid content nor composition appeared to be related to the post-nmrtem extractability of myofibrillar and sarcoplasmic proteins. DETERIORATION OF FRYING OILS IN AUT01vIATIC TEST FRYER. I .
PROTECTION OE FAT SURFACE. Etsuji Yuki (Food Ind. Expl. Sta., Hiroshima Pref.). Yul~agaku 17, 232--6 (1968). Thermal oxidative deterioration was prevented effectively by means of metal float or hood but hydrolytic deterioration could n o t be prevented. The development of coloration a~d lowering of stability of frying oil were caused by hydrolytic deterioration. The addition of 10% refined kapok seed oil containing 11.4% cyclopentenoid fatty acid was effective for maintenance of stability of soybean oil as a frying oil. DETECTION
OF
GLYCERIDES
OF
ESTERIEIED
OLIVE
0IL
FATTY
ACIDS. H. P. Kaufmann and H. Wessels (Inst. for Fat. Res., Munster (Westf.). Get.). Fette Seifen Anstrichmitte] 68, 338-343 (1967). Natural olive oil and a synthetic oil having the same f a t t y acid composition as olive oll contained approximately the same amount of dipalmitoolein (ca. 4%) and palmito-diolein (ca. 20%). The positional isomers of these glycerides, which contain palmitic acid in the 2-position, occur in very small amounts in the olive oil, but are present in considerably larger amounts in the synthetic oil. The same is also true for the corresponding stearic acid containing glycerides. The dipahnito-olein and pahnitodiolein containing fractions were isolated by silver nitrate chromatography. The characteristic ratios of the positional isomers ( P O P / P P O and POO/OPO) in both oils was also determined indirectly by enzymatic hydrolysis of the f a t t y acids in the 1,3 position and then analyzing the 2-monogIyceride f a t t y acids by gas chromatography. INVESTIGATIONS ON THE STRUCTURE OF DIh'IERIC FATTY ACIDS, PART I I t " : PREPARATION AND STRUCTURE DETERMINATION OF D I E L S - A L D E R DIMERS F R O g ~[ETHYL-9-TRANS,11-TRANS-OCTADE-
CADIENOATE. A. K. Sen Gupta and H. Sc:harmann (Unilever Res. Lab., Hamburg, Get.). Fette Seifen Anstrichmittel 70, 86-90 (1968). From the reaction product resulting from 6 hours of treatment of methyl-9-trans,ll-trans-octadecadienoate at 250C under argon about 35% by weight of dimers were obtained. Thin-layer chromatography of the dlmers showed the presence of four compounds. These compounds were isolated as colorless liquids by the use of preparative TLC. All these compounds exhibited a refractive index ND2° : 1.4762 ~ 0.0002, iodine value 86 ± 1 and molecular weight 588. The mass spectra corresponded to those of tetrasubstituted cyclohexane derivatives. The product is a mixture of various positional isomers. Complete hydrogenation of the dimers was accomplished only after the addition of a small quantity of perchloric acid. This behavior appears to be typical for cyclohexenoic dimers with long side chain. STUDIES ON THE U V
SPECTRA OF AUTOXIDIZED FATS.
B.
A.
J.
Sedlacek (Inst. for Nutr., Prag., Czech.). Fette Seifen Anstrichmittel 70, 80-86 (1968). The course of autoxidation of several fats during long periods of storage at room and refrigerator temperatures was investigated. A relationship was found between the first maximum in the direct spectrophotometric UV method and the content of primary and secondary autoxidation products. The quotients and differences of extinctions at the maxima in the UV spectra of autoxidlzed fats are suitable for the evaluation of the UV spectra. (Continued on page 404A)
402A
J A~ o~L c ~ s ~ , s ,
so°, J~Y 19ss (vo~. 45)
ABSTRACTS:
FATTY
• Fatty Acid Derivatives
Seifen Anstriehmittel 70, 75-79
POLYMERIZATION OF UN-SATURATEDFATTY ACIDS. H. G. Arlt, Jr. (Arizona Chem. Co.). U.S. 3,367,952. A process for polymerizing u n s a t u r a t e d higher f a t t y acids in the presence of small quantities of water comprises the steps of (a) subjecting an u n s a t u r a t e d higher f a t t y acid under autogenous pressure for 1-6 hrs. to the action of a sulfonic acid-styrenedlvinyl-benzene copolymer in particulate form of from about 20 to about 200 mesh size and present in amounts of 1-15% in an aqueous m e n s t r u u m at 180-300C, (b) cooling the resultant reaction mixture, (c) rapidly separating within about one hour the su]fonated resin catalyst, (d) recovering a mixture comprising monomeric and polymeric higher f a t t y acids, and (e) separating the polymeric higher f a t t y acids from the mixture. OF EPOXIDATION
I. GENERAL
INFORMATION
AND
THE
KINETICS OF PRIMARY REACTION. W. Schneider (Inst. for Technol. Chem., Polytechnic Inst., Itannover, Ger.). Fette Seifen Anstrichmittel 69, 421-425 (1967). A number of u n s a t u r a t e d substances were epoxidized with water-free peraeetic acid and the influence of the reaction conditions on the yield of epoxide was investigated. I t can be shown t h a t the epoxldation with peracetic acid in presence of acetic acid proceeds nearly ]ike a two-step consecutive reaction. With knowledge of the velocity constants of the ring-forming (primary) and ring-splitting (secondary) reactions, it was possible to calculate the reaction stage at a given time and the optimum yield of epoxide. I n most cases, the deviation of the experimentally found values f r o m the calculated ones was under 10%. DETERI~IINATION O~ TRACES OF DIMETHYLSULFOXIDE IN FATTY ACID ESTERS OF SUCROSE. J. Zajic and M. Bares (Polytechnic Acad. Prague, Czech.). Fette Seifen Anstrichmittel 69, 393395 (1967). An IR-spectroscoplc method for the determination of dimethylsulfoxide in the f a t t y acid esters of sucrose was developed. The sensitivity of the method in a quantitative determination is 0.2% and in a qualitative determination is
0.08%. THE
ANALYSES
OF
FATTY
AMINES.
P. Voogt
DERIVATIVES
PREPARATION OF ISOCYANATES FROM LINSEED, SAFFLOWER AND TALL OIL FATTY ACIDS:I. A. E. Rheineck and S. Sehulman (North Dakota State Univ., Fargo, North Dakota). Fette
(Continued f r o m page 402A)
KINETICS
ACID
(Unilever
Res.
Lab., Vlaardingen, Holland). Fette Seifcn Anstrichmittel 68, 825-830 (1966). F a t t y amines (primary, secondary, and tertiary) were separated from the non-cation-active components with the help of ion exchangers and the average equivalent weight and the content of non-cation-active components of the total amines was determined. The equivalent weight determination of mixed amines as well as primary, secondary and tertiary amines was carried out titrimetrlcally. The amines could be separated by thin-layer chroumtography. POLYMERIZATION AND pOLYCONDENSATION IN THE OLEIC SERIES. S. m. A. Ghodssi (Lab. of Maeromolecular Chem. of C.N.R.S., Thiais, Val-de-Marne, F r . ) . t~ev. Franc. Corps Gras 15, 149155 (1968). Methyl oleate, oleie alcohol and oleylamine were prepared from carefully purified oleic acid. Polymerization of such products at nearly ambient temperature by boron trifluoride gave two kinds of dimers: one has a cyclobutane structure and is saturated, the other is unsatm'ated. When excess boron trifluoride is used, the saturated form predominates. The olelc alcohol dimer and the oleylamine dimer can be prepared f r o m methyl oleate in the same manner as for the nmnomer. TETRAMETHYL CYCLOBUTANEDIOL DIESTERS OF LINSEED-DERIVED C~s SATURATEDVICINALLY SUBSTITUTED CYCLIC MONOCARBOXYLIC ACID ISOMER MIXTURE. J. P. Friedrich (U.S. Sec'y of Agr.). U.S. 3,373,176. The diesters formed by reacting de-aromatlzed eyclized linolenic acid isomer mixture with two equivalents of tetramethyl cyelobutanediol exhibit low pour points coupled with a high degree of resistance to thermal oxidation. The product meets current military specifications for aviation lubricants.
(1968). F a t t y acids f r o m linseed, safflower and tall oils were converted to the corresponding isocyanates by two methods. I n the first method, linseed and safflower f a t t y acids were converted to the acid chloride either with thiony] chloride or oxalyl chloride, the acid chlorides converted to the azide and finally decomposed into the isocyanate. Oxalyl chloride gave the highest yield of isocyanate. Loss of unsaturation from acid to isocyanate is slight. The tall oil isocyanates were prepared in high yields via the phosgene method, i.e. f a t t y acid to nitriles to amines to the amine hydrochlorides which are then reacted with phosgene. Isocyanates prepared using this technique contain one more CH2 group than the other methods described. The infrared spectra of all isoeyanates were essentially the same. METHODS OF GAS CHROMATOGRAPHIC ANALYSIS FOR FATTY ALCOHOLS AND OTIIER HYDROXY FUNCTIONAL GROUPS. A. Prevot and C. Barbatl (Inst. for Fats and Oils, Paris, Fr.). l~ev.
Franc. Corps Gras 15, 157-165
(1968). Two methods for blocking the OH functional group are described. For f a t t y alcohols, both methods are applicable. These methods use trimethylsilyl ethers (TMS) or acetylation using dinitrobenzenesulfonic acid ( D N B S ) as catalysts. For methyl esters of hydroxy f a t t y acids, sterols, tocopherols, TMS preparation is very f a s t and handy. Methods and conditions for gas chromatographic analysis as well as some examples are given. A METHOD FOR IMPROVING COLOR AND T][tE COLOR AND ODOI~ STABILITY OF FATTY AMIDES. E. S. Hamnlerberg and S. H. Shapiro (Arnmur and Co.). U.S. 3,373,174. An improvement in color and color and odor stability of f a t t y amides is accomplished by admixing an alkaline-type borohydride with the f a t t y amide.
• B i o c h e m i s t r y and N u t r i t i o n EFFECTS OF METHYLTESTOSTERONE AND A NEW ANABOLIC STEROID~ 7 ~ - ETHYLTHIO- 17fl - HYDROXY- 17a - I~/[ETHYL- 5:t - ANDROSTANO-(3,2C) PYRAZOLE (PS-179), ON EXPERIMENTAL ATHEROSCLEROSIS IN RABBITS. ~ . N a k a n m r a , A. Toyota, Y. Masuda and It. N a k a m u r a (Pharmacological Div., Res. Lab., Dai Nippon Pharmaceutical Co., F u k u s h i m a - K u , Osaka ( J a p a n ) ) . J. Atheroscl. Res. 7, 783-796 (1967). The hypocholestero]aemic and anti-atherosclerotic effects of methyltestosterone (MT) and 7a-ethylthio-17fl-hydroxy-17a-methyi-Sa-androstano-(3,2-C) pyrazole (PS-179), a protein anabolic steroid, have been compared in male rabbits fed on cholesterol-coconut oil. MT has no effect on hypercholesterolaemia, tissue lipid deposits and aortic atherosclerosis, reduced tissue lipid deposits, was hypocholesterolaemic and improved the plasma N E F A composition. This cmnpound slightly reduced the incidence of corona~w atheroselerosis. I n regression experiments on atherosclerotic male rabbits, neither MT nor PS-179--when administered after stopping the cholesterul-coconut oil d i e t - ameliorated aortic, carotid and coronary atheroselerosis. Likewise, these drugs did not reduce tissue liplds, b u t PS-179 did accelerate regression of hypercholcstero]aemia. RESPII$ATION AND LIPID PEROXIDATION IN TOCOPHEROL DEFICIENT RAT HEARTS. A. Kitabchi, D. Challoner and R. Williams (Div. of Endocrinology and Metabolism, Dept. Med., Univ. Washington, Seattle, Wash. 98105). Proc. Soc. Expt. Biol. Med. 127, 647-50 (1968). Respiration in the perfused hearts of vitamin E-deficient and -sufficient rats was studied and compared in the control, ollgomyein, and cyanide treated hearts. No effect of vitamin E deficiency was noted in the total q O e , phosphorylated respiration or nomnitochondrial oxygen fixation. Studies of lipid peroxidation, as tested by the thiobarbituric acid ( T B A ) method, demonstrated high in vitro lipid peroxidation in the homogenates of hearts and livers of the vitamin E-deficient rats compared to the control. The T B A test in the heart perfusate of the two groups was the same. BIOSYNTHESIS
HAHN LABORATORIES Consulting and Analytical Chemists 1111 Flora St.
404A
P.O. Box 1177
Columbia, S.C. 29202
OF LONG-CHAIN
HYDROGAR]~ONS.
II. STUDIES
ON
THE BIOSYNTHETIC PATH~VAYS IN TOBACCO. T. Kaneda. Biochemistry 7, 1194-1202 (1968). Two classes of long-chain hydrocarbons (C_~-C~), branched (nlainly iso and antelso) and normal, occur in tobacco in almost equal proportions. The biosynthetic pathway for hydrocarbons has been studied through measurements of the incorporation of radioactive f a t t y acid substrates into the branched-chain hydrocarbons by the excised leaf. Acetate is the best precursor and its inj
Al~i. OIL CHEMISTS' Soc., JULY 1968 (VOL. 45)
ABSTRACTS:
BIOCHEMISTRY
AND
NUTRITION
corporation into the alkane fraction is independent of light. Carboxyl-labeled butyrate, valerate, caproate and caprylate are all incorporated into the extent of 0.01-0.05% of the added activity into long-chain hydrocarbons. The amount incorporated into branched hydrocarbons was 40-90% of t h a t incorporated into normal hydrocarbons. Furthermore, about 80% of the radioactivity of the branched-chain hydrocarbons isolated from the experiment with (8-~4C) caprylate is found in the methyl carbon. These results, together with previous findings that the terminal branched portions of the branchedchain hydrocarbons are derived from the amino acids valine, leucine and isoleucine, suggest that the hydrocarbons very likely are produced from the precursors resulting from a condensation of two long-chain f a t t y acids, at least one being a normal f a t t y acid. This mechanism is consistent with the observed relative distributions of long-chain f a t t y acids and of hydrocarbons in tobacco. SERUI~ TOCOP~IEROL LEVELS OF NORI~AL PRESCHOOL CHILDREN AND CHILDREN WITH PROTEIN-CALORIE :MALNUTRITION IN SOUTH INDIA. A. Begum (Dept. Nutr. Res., The Christian Med. Coll. and Hospital, Vellore, S. I n d i a ) . Proc. Soc. Expt. Biol. Med. 127, 91-5 (1968). Serum tocopherol levels of 90 normal children, aged 2-5 years, and of 42 children with kwashiorkor were estimated. Of the 99 children, 57 from an orphanage had an average serum tocopherol value of 649 ~g/100 ml whereas 42 children from a day-care creche had an average level of 470 ~g/100 ml. The patients with kwashiorkor had an average value of 410 tzg/100 ml when admitted to the hospital. The estimated dietary intake of a-tocopherol of the normal preschool children was 4 mg per child per day. THE I~EQUIREI~ENT OF FREE PATTY ACIDS FOR THE FATTY LIVER ON CeLt INTOXICATION. I. Weinstein, L. Willhite, H. Klausner and M. Heinberg (Dept. Fharmacol., Vanderbilt Univ. School of Med., Nashville, Tenn. 37203). Proc. Soc. Expt. Biol. Med. 127, 850-54 (1968). Livers, isolated surgically from normal animals and from rats intoxicated with CCL, were perfused in vitro with a medium into which pahnitic acid was infused continuously. Livers from normal rats were also treated with CCh in vitro by direct addition of the chlorinated hydrocarbon to the medium. Under the conditions of these experiments, poisoning with CCI~ resulted in inhibition of net release of triglyceride by the liver into the perfusate and simultaneous accumulation of triglyceride in the liver. These observations support the hypothesis that the f a t t y liver of CCh intoxication results primarily from interference with the biochemical mechanisms involved in formation and release of the trig]yceride in the very low density lipoprotein of the serum. DIETARY PREVENTION OF CORONARY HEART DISEASE~LONG-TER~f EXPERIltIENT. I. OBSERVATIONS ON I~ALE SUBJECTS. 0. Turpeinen, M. Miettinen, J. Karvonen, F. Roine, M. Pekkarinen, E. Lehtosuo and P. Alivirta (College of Veterinary Med., Helsinki, Finland). Amer. J. Clin. Nutr. 21, 255-76 (1968). The feasibility of primary prevention of coronary heart disease by dietary means was studied in two mental hospitals. I n one of them the diet was changed so t h a t most of the milk f a t was replaced by soybean oil, whereas the other hospitals were kept as the control without any intentional dietary change. A fall in the serum cholesterol level occurred after the dietary change. The incidence of coronary heart disease assessed on the basis of both electrocardiographic changes and coronary mortality was significantly lower in the experimental hospital. FURTHER OBSERVATIONS ON THE CLEAVAGE OP BOVINE INSULIN BY RAT ADIPOSE TISSUE. D. Rudman, L. Garcia, A. Del Rio and S. Akgun. (Columbia Univ. Res. Serv., Goldwater Mere. Hosp., New York, N.Y. 10017). Biochemistry 7, 1864-74 (1968). A previous investigation showed that the waterinsoluble, lipid-rich fraction of the aqueous homogenate of rat adipose tissue contains a system of peptidases which cleave insulin into numerous fragments. I n this study, bovine insulin was incubated for 2 hr at p H 7.5 with this fraction of r a t adipose tissue homogenate and the mixture of insulin cleavage products was then fractionated by gradient elution chromatography on DEAE-cellulose columns followed by highvoltage electrophoresis and paper chromatography. I n the first experiment 13 peptide fragments of insulin, and in the second experiment 17 peptide fragments, were isolated and their quantitative amino acid compositions were determined. These data, as well as those previously reported on the quanti-
• Uni/or, Methods Regort... (Continued from page 400A) 1 a n d 2) a n d allow to escape into the a t m o s p h e r e , then raise p r e s s u r e in the b o m b to 50 ± 5 lb, close the valves, a n d disconnect the bomb assembly f r o m the oxygen cylinder. A tire valve nlay be used to f a c i l i t a t e oxygen e n t r y to the bomb. I f a tire valve is used, p r e s s u r e should be released t h r o u g h a b r a s s stopcock. The stopcock is connected to a T - j o i n t located between the tire valve a n d needle valve. 4. I m m e r s e the bomb assembly in a b u c k e t of w a t e r to check f o r leaks. T i g h t e n a n y j o i n t s or seals t h a t leak a n d a d j u s t the p r e s s u r e to 50 ± 5 lb. 5. A p e r m a n e n t connection between bomb assembly a n d r e c o r d e r is desirable. I f n o t p e r m a n e n t l y connected, connect b o m b assembly to p r e s s u r e r e c o r d e r a n d open the valve so t h a t p r e s s u r e in the b o m b will r e g i s t e r on the recorder. P l a c e the bomb in the boiling w a t e r bath. 6. Observe the p r e s s u r e c h a n g e a n d record the tinle indicated on the c h a r t t h a t the bomb was placed in the b a t h a n d the time at the end of the first 60m i n u t e p e r i o d in which the p r e s s u r e d r o p is 2 psi. All times are r e a d to the n e a r e s t 5 minutes. 7. R e p o r t to the n e a r e s t t e n t h of a n h o u r the difference in times. D. Notes and Cautions 1. Do n o t set oxygen r e g u l a t o r valve to more t h a n 10 psi above the p r e s s u r e to which the bomb is b e i n g filled to insure u n i f o r m composition of the a t m o s p h e r e in the b o m b a n d to p r o t e c t the recorder. 2. The r e c o r d e r or p r e s s u r e g a u g e used f o r m e a s u r i n g the p r e s s u r e in the b o m b s w h e n filling w i t h oxygen n m s t be checked a g a i n s t a n accurate gauge a n d correction m a d e i f necessary to assure accurate filling in the r a n g e specified. 3. K e e p gasket a n d sealing surface of b o m b clean a t all times. 4. The stem a t t a c h e d to the t o p of t h e bomb should be cleaned at selected i n t e r v a l s or w h e n e v e r there is evidence t h a t t h e rate f o r filling a n d e x h a u s t i n g has increased. To clean, remove the t o p h ' o m the bomb, disconnect t o p f r o m flexible t u b i n g to the recorder a n d screw out the metal i n s e r t in the stein. U s i n g a small test tube brush, b r u s h inside of stem with a g e n e r o u s a p p l i c a t i o n of oven cleaner, allow to s t a n d f o r 1/~ to 2 hr, rinse out t h o r o u g h l y w i t h w a t e r adm i t t e d t h r o u g h the t o p of the stem a n d the oxygen inlet, r i n s e with acetone in the same m a n n e r a n d d r y b y d r a w i n g a i r t h r o u g h the stem a n d oxygen inlet. Clean the i n s e r t a n d d r y in a s i m i l a r m a n n e r . Assemble stem, connect to the recorder, a t t a c h the b o m b a n d check f o r leaks. 5. The filter p u l p is weighed directly into the liner, or t r a n s f e r r e d to it, being careful not to compress it in a n y m a n n e r . E. Precision Collaborative studies h a v e shown t h a t the following 9 5 % confidence limits m a y be expected. Oxygen b o m b - - H o u r s
Duplicate determinations on the same day b y a n a n a l y s t should not differ more t h a n a p p r o x i m a t e l y Single d e t e r m i n a t i o n s in two different l a b o r a t o r i e s should n o t differ more t h a n approximately
5
10
20
40
80
100
0.2
0.4
0.6
1.2
2.0
2.3
1.2
2.3
4.0
6.8 12.0 15.0
DAN L. HENRY, C h a i r m a n , a n d E. M. SALLEE U n i f o r m M e t h o d s Committee
(Continued on page 406A) J
A ~ , o~L C.E~,~STS' SOO., JULY 196S (VoL. 45)
405A
ABSTRACTS:
BIOCttEMISTRY AND N U T R I T I O N
(Continued from page 405A) tative composition of the mixture of free amino acids released, are eoulpatible with the hypothesis that the cleavage process involves initial hydrolyses in the regions of A 13-14 (LeuTyr), A 18-19 (Asn-Tyr), B 11-12 (Leu-Val), B 15-16 (Leu-Tyr), B 24-25 (Phe-Phe), and B 25-26 ( P h e - T y r ) ; the resulting five peptides then undergo stepwise removal of COOH- and NH:-terminal residues. The cleavage of insulin in this manner abolishes the hormone's antilipolytic activity on rat and hamster adipose tissue but allows perslstence of a weak degree of activity in stimulating the oxidation of glucose to CO: by the rat tissue. The structure of the peptide fragments responsible for the residual glucose oxidation activity was not established. These observations nevertheless indicate separate structural bases for the in vitro glucose oxidation and antilipolytic actions of insulin on adipose tissue slices. EFFECTS ON MAI~I~ALIAN ADIPOSE TISSUE OF FRAGMENTS OF BOVINE I N S U L I N AND OF CERTAIN SYNTHETIC PEPTIDES.
D. Rud-
man, L. Garcia and A. Del Rio. Ibid., 1875-80. Insulin causes at least two different effects on adipose tissue in vitro: acceleration of the metabolism of glucose and suppression of the lipolytic response to adrenocorticotropin, epinephrine or other Iipase-activating hormones. A series of synthetic di- and tripeptides, including several corresponding to various sequences in the insulin structure, were also assayed. The minimal effective dose for antillpolytie activity of these peptides was 1000 times or more greater than that of insulin but the magnitude of the effect was the same. E F F E C T S OF ETt{YLENIC BOND POSITION VPON ACYLTRANSFERASE ACTIVITY "WITH ISOMERIC CIS,CIS-OCTADECADIENOYL COENZYXffE
A THIOL ESTERS. R. Reitz and W. Lands (Dept. Biol. Chem., Univ. Michigan, Aml Arbor, Michigan 55912) W. Christie and R. Holman. J. Biol. Chem. 243, 2241-6 (1968). Coenzyme A thiol esters of the complete series of positional isomers of methylene-interrupted cis,cis-octadecadienoic acid were synthesized. Their rates of reaction, catalyzed by acyl-CoA: phospholipid acyltransferases in liver microsomal preparations from four species, ranged from 0 to 87 mg moles per rain per mg of protein. In general, aeyl transfer was relatively rapid with compounds containing the cis-ethylenic bonds near the methyl end of the f a t t y acid chain. The commonly found 9,12-isomer, linoleate, was not rapidly esterified at position 1 of 2-acylg]ycero-3-phosphorylcholine, although six other positional isomers reacted rapidly at the primary hydroxyl. In contrast to the 9,12-isomer, the 8,11- and 10,13-isomers were esterified rapidly to position 1 of lecithin and slowly to position 2. The alternating activities of the 8,11- 9,12- and 10,13isomers and their inverse effects at positions a and 2 indicate that the structure near carbon atoms 8,9 and 10 is critical in the metabolism of polyunsaturated acids. T H E CATALYTIC VERSATILITY OF E g Y T H R O C Y T E CARBONIC ANHYDgASE. V . KINETIC STUDIES OF ENZYME-CATALYZED HYDRATIONS OF ALIPHATIC ALDEHYDES. ~7. Focker and D. Dickerson
(Dept. Chem., Univ. Washington, Seattle, Wash.). Biochemistry 7, 1995 2004 (1968). The present investigation demonstrates that bovine carbonic anhydrase is a powerful catalyst for the reversible hydrations of propionaldehyde and isobutyraldehyde. The enzyme does not catalyze the hydration of pivalaldehyde, and, furthermore, it does not even appear to bind detectable amounts of this aldehyde. Hydrase activity rises with p i t between 4.3 and 8; although the pH profiles for the proplonaldehyde and isobutyraldehyde are slgmoidal, the former is characterized by an inflection around pH 6.6 whereas the inflection obtained with isobutyraldehyde is around 5.6. The profile for propionaldehyde reflects the variation in the turnover number with pH. Acetazolamide functions as a noncompetitive inhibitor of enzyme activity ~dth propionaldehyde as substrate but serves as a competitive inhibitor of markedly diminished inhibitory capacity in the enzymic hydration of isobutyraldehyde. THE LECITHINASE (a TOXIN) CLOSTI~IDIUM FEI¢FRINGENS. M.
ACTIVITY
OF
STRAINS
OF
Nakamara and W. Cross (Dept. of Mierobiol., Univ. of Montana, Missoula, Montana 59801). l~roc. Soc. l~xpt. Biol. Med. 127, 719-22 (1968). Leeithinase activity was determined for 8 strains of type A. C. perfri~gens isolated from various sources. The 3 classical infectious strains of C. perfri~qens with spores of low heat resistance produced high lecithinase activity. In genera], there was an inverse relationship between lecithinase activity and heat resistance of the spores. However, strains that produced high lecithinase activity had wider ranges and 406A
greater standard deviation values than strains with low levels of lecithlnase. REDUCED TRIPHOSPHOPYRIDINE NUCLEOTIDE OXIDASE-CATALYZED ALTERATIONS OF 2~IEMBgANE PHOSPHOLIPIDS. II. E N Z Y M I C PROPERTIES AND STOICHIOMETRY. I-~. May and P. McCay
(Biochem. Sect. Oklahoma Med. Res. Found., Oklahoma City, Oklahoma 73104). J. Biol. Chem. 243, 2296-2305 (1968). A study of the TPNH-dependent utilization of the polyunsaturated fatty acids in the phosphollpids of the mlcrosomal membranes has shown that the process is enzymic in nature. T P N I t is oxidized during the reaction and 02 is consumed. When all of the nucleotide is oxidized, both the lipid changes and the oxygen consumption stop. Addition of more T P N H (or a TPNH-regenerating system) reinitiates these activities. Parameters affecting the course of the reaction have been investigated, including studies with a number of inhibitors. The stoichiometry of the system has been determined with regard to T P N H , polyunsaturated f a t t y acid, and oxygen. Malondialdehyde is produced during this reaction, but it has been shown to be insignificant in terms of accounting for the polyunsaturated f a t t y acids which are utilized. The system bears some resemblance to that which synthesizes prostaglandins. REDUCED TRIPtt0SPHOPYRIDINE NUCLEOTIDE OXIDASE-CATALYZED ALTERATIONS OF IdEMBI~ANE PHOSPHOLIPIDS. H . May a n d P .
McCay (Biochem. Sect. Oklahoma Med. Res. Found., Oklahoma City, Oklahoma 73104). J. Biol. Chem. 243, 2288-95 (1968). Oxidation of T P N H by liver mierosomes from normal rats resulted in a concomitant disappearance of polyunsaturated fatty acids (primarily arachidonic acid) from the membrane phospholipids. The utilization of the polyunsaturated fatty acids was completely dependent on the presence of T P N H in the system. As much as 15% of the total microsoma] fatty acids was consumed by the reaction within 30 to 45 min. Since the ester value of the phospholipids renlained constant, it was evident that polyunsaturated f a t t y acids were being converted to some as yet unidentified moiety in situ on the phospholipid. The reaction showed greatest specificity for arachidonie acid at the fl-acyl position. The polyunsaturated f a t t y acids in both phosphatidylethanolamine and phosphatidylcholine were consumed. The altered phospholipids were shown to be considerably more polar than normal mlcrosomal phospholipids. They were still subject to the action of phospholipase A, however. THE SIMILARITY OF THE GLYCERALDEHYDE 3-PHOSPHATE DEHYMarian Kochman and W. Rutter (Dept. Bioehem. and Genetics, Univ. of Washington, Seattle, Washington 98195). Biochemistry 7, 1671-77 (]968). Glyceraldehyde 3-phosphate dehydrogenase (GAPDtI) has been isolated from rabbit brain. The crystalline enzyme appears homogeneous by chromatographic, electrophoretic and ultracentrifugal criteria. The properties of the rabbit brain GAPDH are essentially the same as those of rabbit muscle GAPDIt. The following characteristics of the brain enzyme were defined: (a) molecular weight, 147,000; (b) turnover number, 13,750 moles of nicotinamide-adenine dl-nucleotide (NAD) reduced/mole of enzyme per mln; (c) 12.1 sulfhydryl groups/molecule ; (d) four "active" su]fhydryl residues per mole; and (e) 2.5 moles of reductible NAD/mole of enzyme. No significant differences were detected in the peptide maps obtained after tryptie digestion or in the immunological properties of the two enzymes. I t is concluded that the amino acid sequences of the brain and the muscle GAPDH are remarkably similar or identical. DROGENASES ISOLATED FRO~[ RABBIT BRAIN AND MUSCLE.
F A T T Y ACID CHANGES I N LIVER AND PLASMA LIPID FRACTIONS AFTER SAFFLO~VER OIL "WAS FED TO RATS DEFICIENT IN ESSENTIAL
FATTY ACIDS. R. Johnson, P. Bouehard, J. Tinoco and R. Lyman (Dept. Nutr. Sci., Univ. Calif., Berkeley, Calif. 94720). Biochem. J. 105, 343-50 (1968). F a t t y acid patterns of liver and plasma triglycerides, phospholiplds and cholesteryl esters were determined at intervals during 24 hr. after essential fatty acid-deficient rats were given one feeding of linoleate (as safflower oil). Liver triglyceride, phospholipid and eholesteryl ester fatty acid compositions did not change up to 7 hr. after feeding. Between 7 and 10 hr., llnoleic acid began to increase in all fractions, but arachidonlc acid did not begin to rise in the phosphollpid until 14-19 hr. after feeding. Oleic acid and eicosatrienoie acid in Iiver pbospholipid began to decline at about the time that linoleic acid increased, i.e. about 9 hr. before araehidonic acid began to increase. Changes (Continued on page 409A) J. A~. o i l c . . ~ s ~ s ,
sot., ~.,.Y i ~ 6 s (voL. 4s)
ABSTRACTS:
BIOCHEMISTRY
AND N U T R I T I O N
• Apologies
(Continued from page 406A) in linoleic acid, araehidonic acid and eieosatrienoic acid in phosphatidylcholine resembled those of the total phospholipid. Phosphatidytethanolamine had a higher content of arachidonic acid before the linoleate was given than did phosphatidyL choline, and after the linoleate was given the fatty acid composition of this fraction was little changed. The behaviour of the plasma lipid f a t t y acids was similar to t h a t of the liver ]ipids, with changes in linoleic acid, eicosatrienoie acid and arachidonie acid appearing at the same times as they occurred in the liver. The results indicated that linoleic acid was preferentially incorporated into the liver phospholipid at the expense of eieosatrienoic acid and oleic acid. The decline in these f a t t y acids apparently resulted from their competition with linoleic acid for available sites in the phospholipids rather than from any direct replacement by arachidonic acid. CALORIGENESIS OF BI~OWN ADIPOSE TISSUE IN COLD-EXPOSEDRATS. Y. Imai, B a r b a r a Horwitz and R. Smith (Dept. of Physiol. Sci., School of Veterinary Med., Univ. of Calif., Davis, Calif. 95616). Prec. Soc. Expt. Biol. Med. 127, 717-19 (1968). Six adult rats, exposed to 5C for 3-4 weeks and returned to a 26C room for 10-14 days, were prepared by insertion of thermocouples to measure temperatures of the colon, the interscapular brown fat, the arterial and venous blood perfuslng the interscapular pad, and the inner and outer surfaces of the skin overlying the pad. F r o m the temperature changes observed when the rats were reexposed to cold, the heat produced by the interscapulax pad was calculated and extrapolated to t h a t of the total brown fat. These values compared to bhe concurrently measured total caloric output indicated t h a t during cold stress the intrinsic metabolism of brown adipose tissue accounted for 8.2% of the total heat production. STEROL REQUIREMENT FOR IgEPRODUCTION OP A FREE-LIVING NEMATODE. W. Itieb (Dept. Biol., State Univ. of New York, Buffalo, N.Y.). Science I60, 778-9 (1968). The free-llving, hermaphroditic nematode (Caenorhabditis briggsae) has a nutritional requirement for sterols. I t will reproduce indefinitely in a liquid medium containing only bacterial cells (Esehcrichia colt) and salts if various sterols are present. Several other lipid-soluble materials are ineffective in supporting reproduction. I~.ESPIRATION IN ISOLATED FAT CELLS AND THE E]~'FEOTS OF EPINEPHRIlgE. D. Hepp. D. Challoner and R. Williams (Univ. Washington, Dept. Med., Seattle, Wash. 98105). J. Biol. Chem. 243, 2321-27 (1968). A technique was devised for ready sequential sampling of lipocyte suspensions for measurement of metabolic activities. With the use of this technique in paired incubations, an effect of oligomycin to decrease the Q°2 of f a t cells to 45% of control was shown. I t is concluded that oligomycin inhibits oxidative phosphorylation in the fat cell. Under these conditions, (a) a significant portion of the respiration of the lipocyte is not linked in an obligatory fashion to phosphorylation, and (b) it may be inferred t h a t the calorigenic effect of epinephrine in adipose tissue involves electron flow to oxygen not linked to phosphorylation. I N F L U E N C E 0P VITAl%fIN E
A N D BILE CO~[POUND~ O N
This h a n d s o m e p i c t u r e of P a s t - P r e s i d e n t (1954) a n d Mrs. C. E. Morris, was p u b l i s h e d in the M a y issue of J A O C S , with a c a p t i o n i d e n t i f y i n g it as showing P a s t P r e s i d e n t (1948) a n d Mrs. C. P. Long. Apologies to all concerned f o r a n y confusion t h e r e b y created.
Sixth International Gel Permeation Chromatography Seminar T h e S i x t h I n t e r n a t i o n a I G P C S e m i n a r will be held in M i a m i Beach, Fla. a t the E d e n Roe H o t e l Oct. 7-9, 1968. The p r o g r a m f o r m a t a n d activity schedule is similar to t h a t of the F o u r t h I n t e r n a t i o n a l S e m i n a r . The 1968 P r o g r a m includes 25 technical p a p e r s a n d two p a n e l d i s c u s s i o n s - - o n e on " A p p l i c a t i o n o f G P C to Small Molecules" a n d the o t h e r on " U n i v e r s a l Calibration." F r e d Billmeyer, R e n s s d a e r P o l y t e c h n i c I n s t i t u t e a n d D o n Bly, D u P o n t , will be the p a n e l moderators. A special f e a t u r e of the p r o g r a m will be a discussion of c o m p u t e r correction techniques b y A r e h i e Hamielec, McM a s t e r s U n i v e r s i t y , H a m i l t o n , Ontario. The 25 technical p a p e r s cover a b r o a d s p e c t r u m of subjects r a n g i n g f r o m sophisticated theoretical concepts to p r a c t i c a l G P C applications. P r e p r i n t s of these p a p e r s will be d i s t r i b u t e d at the S e m i n a r . F o r a b s t r a c t s of the S e m i n a r p a p e r s a n d R e g i s t r a t i o n i n f o r m a t i o n , contact the C h a i r m a n , S i x t h I n t e r n a t i o n a l G P C S e m i n a r e / o W a t e r s Associates, Inc., 61 F o u n t a i n Street, F r a m i n g h a m , Mass, 01701.
CYSTEINE
METABOLIS~f IN NUTRITIONAL ~USCULAE DYS~OPItY IN CHICKS. J. Hathcoek, M. Scott and J. Thompson (Dept. of Poultry Sci. and Graduate School of Nutr., Cornell Univ., Ithaca, N.Y. 14850). Prec. Soc. E.~pt. Biol. Med. 127, 935-37 (1968). The results of these experiments support the hypothesis t h a t eysteine is the sulfur compound, or the precursor of a compound, involved in the prevention of nutritional muscular dystrophy in the chicken. Dietary chollc acid increases the rate of cysteine to taurine conversion and at the same time accentuates the dystrophy. Taurocholic acid and taurine decrease the rate of cysteine to taurine conversion and also partially alleviate the dystrophy. Vitamin E supplementation greatly reduces the taurine excretion rate, compared to that of the dystrophic chicks fed the basal diet. "ALVEOLAR" AND WHOLE LUNG PHOSPHOLIPIDS OF NEWBORN LAMBS. T. Fujiwara, F. Adams, Adel E1-Salawy, and Sara Sipos (Div. Cardiol., Dept. of Pediatrics, UCLA School of Med., Los Angeles, Calif. 90024). Prec. Soc. Expt. Biol. Med. 127, 962-69 (1968). Fifteen newborn lambs ranging in age from 10 rain to 192 hours were studied. The qualitative and
ASTM Forms Subcommittee on Thermoanalytical Test Methods Differential t h e r n m l analysis, t h e r m o g r a v i m e t r i e analysis, a n d differential s c a n n i n g calorimetry a r e b e i n g covered in a new P r o v i s i o n a l S u b c o m m i t t e e on T h e r m o a n a l y t i c a l Test M e t h o d s of C m n m i t t e e E-1 on Methods of T e s t i n g of the A m e r i c a n Society f o r Testing a n d Materials. S u b c o m m i t t e e sections on test methods a n d r e c o m m e n d e d practices, s t a n d a r d r e f e r e n c e materials, nomenclature, a n d technical p r o g r a m s have been formed. The work of the subcommittee is j u s t g e t t i n g u n d e r w a y a n d everyone interested is i n v i t e d to a t t e n d the n e x t s u b c m n m i t t e e m e e t i n g to be held A u g u s t 19, 1968, H o l y Cross College, Worcester, Mass. F o r a d d i t i o n a l i n f o r m a tion contact the subconmfittee c h a i r m a n , S a m u e l Greenberg, A m e r i c a n I n s t r u m e n t Co., Silver S p r i n g , Md.
(Continued on page 410A) a. a = . o ~
c~,~=isTs' see., a.LY 196s (voL. 4s)
409A
ABSTRACTS:
BIOCHEMISTRY
(Continued from page 409A) quantitative nature of "alveolar" phospholipids and whole lung tissue phospholipids were deterniined and compared with data previously obtained on term fetuses. Sequential lung washing removed practically all of the surface-actlve material from the internal surface of the hmg. The "alveolar" phospho]ipids increased twofold in 10 rain after the onset of respiration, fourfold in the first 24 hours and eightfold in the second day of life, The "alveolar" phospholipid composition of the newborn is similar to the term fetus, but differs from whole lung tissue phospholipids. The percentage nlininlal disaturates of the phosphatidylchollne of the newborn is slightly higher than that of the term fetus. "'Alveolar" disaturated phosphatidylcholine represents the major portion of dipalmitoyl phosphatidylcholine. Phosphatidyldimethylethanolamine was isolated from "alveolar" phospholipids. This phospholipid contains a higher concentration of disaturated phosphatidyldimethylethanolamine in the newborn than in the fetus. I t is conchlded that respiration of the newborn has a profound effect both mechanically and metabolically upon the liberation and elaboration of surface-actlve material. CITI~ATE
CLEAVAGE
ENZY]YIE AND
FATTY
ACID
SYNTHESIS.
D.
Foster and P. Srere (Dept. Internal Med., Univ. of Texas Southwest. Med. School, Dallas, Texas 75235). J. Biol. Chem. 243, 1926-30 (1968). A series of experiments was perfornied to test the proposal of others that citrate cleavage enzyme (EC 4.1.3.8) regulates the rate of f a t t y acid synthesis in rat liver. The results show that, in recovery from fasting, f a t t y acid synthesis increased markedly without change in citrate cleavage enzynie activity. After the administration of a]loxan, f a t t y acid synthesis decreased prior to any change in citrate cleavage enzyme. Substitution of a high carbohydrate, low f a t diet resulted in large increases in citrate cleavage enzyme activity without concomitant change in lipogenesis. The addition of purified citrate cleavage enzyme from rat liver to the fatty acid-synthesizing system from fasted animals did not restore f a t t y acid synthesis. I t was concluded that citrate cleavage enzyme does not play a primary regulatory role in f a t t y acid synthesis. STUDIES ON THE PHOSPHOLIEID REQUIREMENT OF GLUCOSE 6FHOSPHATASE. Sue Duttera, W. Byren and M. Ganoza (Dept. Biochem., Duke Univ. Med. Cnt., Durham, North Carolina 27706). J. Biol. Chem. 243, 2216-28 (1968). The role of phospholipid in rat liver mlcrosomal glucose 6-phosphatase has been investigated with the use of phospholipase A and phospholipase C to alter the mierosomal phospholipids. The phospholipase C-treated preparation lost a maximum of 80% to 90% of the original activity, and 70% of the microsomal phospholipid was hydrolyzed. Addition of phospholipid completely restored the original activity. The soluble and insoluble products of the phospholipase C treatment had no effect on the inactivation of glucose 6-phosphatase or the subsequent reactivation by phospholipid. The relative effectiveness of a various single and mixed phospholipids, with respect to reactivation of the lipid-deficient, phosphoIipase C-treated glucose 6-phosphatase, was compared. Lecithin, which represents 53% of the Inicrosomal phospholipid, was essentially all hydrolyzed by phospholipase C, but it was ineffective in reactivation. Phosphatidyl ethanolamine, which represents 23% of the phospholipid, was 60% hydrolyzed by phospholipase C, and it was the most effective individual phospholipid in terms of maxima/ reactivation. TOCOFHEROL CONCENTRATION AND M I L K FI%OIV[ C O W S F E D S U P P L E M E N T S
OXIDATIVE S T A B I L I T Y OE OF D OR DL-a-TOCOPHERYL
ACETATE. W . Dunkley, A. Franke and J. Robb (Dept. of Food Sei. and Teehnol., Univ. of Calif., Davis, Calif.). J . D a i r y Sci. 51, 531-4 (1968). I n a Latin square changeover feeding trial, cows were fed d- or dl-a-tocopheryl acetate at 0.0025% of toeopherol in the dry matter intake, which provided respective average daily intakes of a-tocopherol (and I U of vitamin E) of 400 mg (596 I U ) and 390 mg (429 I U ) . The d supplement gave a significantly higher concentration (ttg/g lipid) of tocopherols in the milk ( P < 0.01), but the difference between the two supplements in the amount of a-tocopherol that transferred to milk was not significant. The ratio of the increase in the amount transferred that was attributable to the supplements was 1.43:1, which is similar to the generally accepted ratio (1.36:1) of vitamin E activity of the two forms. Differences in oxidative stability of the milk were not significant, possibly because the cows produced milks with relatively high oxidative stability when they were fed the control ration (i.e., without a tocopheroI 410A
AND
NUTRITION
supplement). Data from several feeding trials revealed that the amount of a-tocopherol that transferred from feed to milk averaged about 2%. For milk samples collected during two field trials, correlations of flavor scores with the tocopherol concentrations did not differ significantly from zero, whereas correlations with the copper concentrations did. EFFECT OF ENVIRONMENTAL FACTOKS ON ~ONOCAI~BONYL P O T E N T I A L IN FI~ESH BOVINE )/[ILK FAT. P . Dimick and Helen
WMker (Dept. of Dairy Sci., Penn. State Univ., University Park, Pa.). d. D a i r y Sci. 51, 478-82 (1968). A quantitative study of various environmental and physiological factors on the monocarbonyl potential in heat-treated bovine milk f a t was conducted. Analyses of monoearbonyls (as their 2,4dinltrophenylhydrazones) indicate a definite seasonal trend, being higher in the winter than in the summer. A highly significant (P < 1%) positive correlation between the monocarbonyls and the aliphatic delta-laetones occurred over the season. Analyses of weekly samples throughout a complete lactation for monoearbonyls and methyl ketones indicated a positive correlation ( P < 1%) with the aliphatic delta-lactone and short-chain f a t t y acid (4:0-14:1) production. No significant difference in total monocarbony] potential from fats of different breeds, f a t production and milk fronl ketotle animals could be shown. These data aid in characterizing the variability in formation of the nonoxidatlve compounds in milk fat and further lend support to the evidence that their precursors arise from, and are controlled by the availability of acetate during the biosynthesis of f a t t y acids. IN
VITRO CONVERSION OF LONG~CHAIN F A T T Y ACIDS TO KETO]qES
BY BOVINERUBEN ~UCOSA. D. Cook, A. McGilliard and Marlene Richard (Dept. Animal Sci., Iowa State Univ., Ames, Iowa). J. D a i r y Sci. 51, 715-20 (1968). The rate of conversion of laurie, myristic, palnfitic, stearic, oleie and lino]eic acids to ketone bodies by rmnen mucosal tissue from five normal and five fasted nonpregnant, nonlaetating Holstein heifers was studied in vitro. Endogenous formation of ketone bodies occurred in tissue from both groups of animals. The net rate of ketone formation in the presence of exogeneous long-chain fatty acids was significantly faster (P < 0.01) in tissue from fasted animals than from control animals, but the extent of conversion of the exogenous substrates to ketones was of small magnitude in tissue from both groups. The f a t t y acids containing 12, 14, and 16 carbon atoms tended to be more ketogenic than the 18 carbon acids. Results of two additional in vitro incubation experiments, in which ~dC-labeled palmitic and oleic acids were used as substrates, conclusively showed that ketones were derived directly from the long-chain fatty acids. R A T E S OF OXIDATION OE D I F F E R E N T F A T T Y ACIDS BY ISOLATED RAT LIVEI~ MITOCHONDRIA. P . Bjorntorp (First Med. Serv.,
Sahlgrenska Sjukhuset, Univ. Goteborg, Goteborg, Sweden). J. Biol. Chem. 243, 2130-33 (1968). The oxidation rates for pahnitic, stearic, oleie and linoleie acids as their albumin complexes and for capryllc, butyric and acetic acid as their potassium salts with isolated rat liver mitochondria were studied in a system where it had previously been demonstrated that the respiratory chain and the coupling of phosphorylation to oxidation is intact even at high concentrations of long chain fatty acids. Results were obtained which apparently fitted the Michaelis-Menten equation. The values of K,~ decreased with increasing length of the carbon chain. Of the long chain f a t t y acids, linolelc acid has the lowest constant. V , ~ for long chain f a t t y acids was highest for linoleic acid, but this value was not as high as those of short chain f a t t y acids. However, if different substrates were compared in terms of the product nV . . . . where n is the number of carbon atoms in the f a t t y acid, llnoleic acid values are as high as those of the short chain f a t t y acids. The possibility is discussed that linoIele acid has the highest affinity for the mitochondrial f a t t y acid oxidation system and that it is oxidized at the fastest rate of the long chain fatty acids studied. Implications of this finding for previously observed differences in fatty acid metabolism in vivo, explainable by increased linoleic acid oxidation, are considered. F A T T Y ACID COW,P O S I T I O N OF DIEPEI~ENT S E ~ U ~ P H O S P H O L I P I D S I N ~IEN AND WO~E~. M. An tar, Margaret Ohlson and Margaret
Osborn (Dept. Internal Med., Coll. Med. and Home Economies Univ. Iowa, Iowa City, Iowa). Bioehem. J. 105, 117-9 (1968). Eight young healthy persons, four men and four women, were maintained for a total of 2 months on a diet in which 40%, 16% and 44% of the total calories were present as fats, proteins and carbohydrates respectively. The ratio of complex y A~. o i l c ~ s ~ s ,
s o e , J.,~Y 1~68 ( v o L 4~)
ABSTRACTS:
BIOCHEMISTRY
AND
NUTRITION
to simple c a r b o h y d r a t e s in the diet was 1:4. The f a t t y acids of s e r u m cephalins, lecithins, ]ysolecithins a n d s p h i n g o m y e l i n s were d e t e r m i n e d by gas-liquid c o l u m n c h r o m a t o g r a p h y . Lysolecithins in b o t h m e n a n d w m n e n h a d the h i g h e s t c o n t e n t of s a t u r a t e d acids, followed by s p h i n g o m y e l i n s , Iecithins a n d kephalins, in t h a f order. T h e degrees of s a t u r a t i o n a n d of p o l y u n s a t u r a t i o n of t h e f a t t y acids in t h e different phospholipid f r a c t i o n s were significantly different, except f o r t h e differences in t h e p o l y u n s a t u r a t i o n of t h e cephalins a n d lecithins. No sex difference was f o u n d in the f a t t y acid composition of the different phospholipids. IONIC PROPERTIES OF ACIDIC LIPIDS. PHOSPtIATIDYLINOISITOL. M. A b r a n s o n , G. Colasicco, R. Curet, a n d M. R a p p o r t ( S a u l R. K o r e y Dept. of Neurol., A l b e r t E i n s t e i n Coll. Med., N e w York, N . Y . ) . Biochemistry 7, 1692 98 (1968). Clear dispersions of 8-10 m g of a m n m n i u m p h o s p h a t i d y l i n o s i t o l or sodium p h o s p h a t l d y l i n o s i t o l in 5 nfl o f w a t e r o b t a i n e d by gentle sonic r a d i a t i o n were t i t r a t e d in the p H r a n g e o f 2.5-10.0. T h e initial p H w a s 6.1-6.5. T h e p K ' of p h o s p h a t i d y l i n o s i t o l , which w a s 3.12 in t h e absence of electrolyte, w a s lowered to 2.50 in 0.08 M NaC1. The i n t e r a c t i o n of p h o s p h a t l d y l i n o s i t o l w i t h metallic cations was s t u d i e d b y t h r e e m e t h o d s . (1) H y d r o g e n ion r e l e a s e : D i s p e r s i o n s of p h o s p h a t i d y l i n o s i t o l were a d j u s t e d to p t I 3.5 a n d i n c r e m e n t s o f electrolyte were added. The q u a n t i t y of H + released ( m e a s u r e d by the q u a n t i t y of t e t r a m e t h y l a m m o n i u m h y d r o x i d e required to m a i n t a i n p H 3.5) followed the order Ca -~÷ > M g ~+ > > K + > N a +. (2) T u r b i d i t y : the t u r b i d i t y of dispersions was m e a s u r e d b y the s c a t t e r i n g ratio I~o°/Io °. The effectiveness of the cations in i n c r e a s i n g t u r b i d i t y was Ca 2+ ~ M g 2+ > > K* > N a + > L i + choline chloride. (3) C o a g u l a t i o n : D i s p e r s i o n s of p h o s p h a t i d y l i n o s i t o ] were c o a g u l a t e d by the a d d i t i o n of salts. A n a l y s i s of c a t i o n s in t h e e o a g u l a provided a m e a s u r e of cation selectivity. T h e n m l a r ratio of d i v a l e n t cation to p h o s p h a t i d y l i n o s i t o l of 0.5 indicated b r i d g i n g of two p h o s p h a t i d y l i n o s i t o l nmlecules b y each Ca ~+ or )~g~+. T h e selectivity r a t i o s were Ca2+:Mg ~+ --~ 2.4 a n d K + : N a + ~ 1.2. A n a p p a r e n t c o n s t a n t f o r t h e association of s o d i u m p h o s p h a t i d y l i n o s i t o l w a s obtained f r o m d a t a on cation-proton e x c h a n g e a t p H 3.5, K'N~ = 6.9. The viscosity of p h o s p h a t i d y l i n o s i t o l d i s p e r s i o n s in w a t e r was m u c h g r e a t e r t h a n f o r other acidic l i p i d s ; however, low c o n c e n t r a t i o n (2.5 raM) of NaCI p r o d u c e d a s h a r p decrease. STABILITY OF UNI3/[OLECULAI% FILI~S OF afP-LABELLED LECITtIIN. H. H a u s e r a n d R. D a w s o n (Dept. Biochem., A g r . Res. Council I n s t . A n i m a l Physiol., B a b r a h a m , C a m b r i d g e ) . Biochem. J. 105, 401-7 (1968). The s t a b i l i t y o f m o n o l a y e r s of a h i g h l y u n s a t u r a t e d y e a s t lecithin labelled with a~P h a s been inv e s t i g a t e d by a s u r f a c e r a d i o a c t i v i t y technique. L e c i t h i n films on distilled w a t e r a t all s u r f a c e p r e s s u r e s between 6 a n d 48 d y n e s / c m , were eonlpletely stable on r a p i d p e r f u s i o n of t h e s u b p h a s e and on a d d i t i o n of ionic a m p h i p a t h i c subs t a n c e s to t h e film. U l t r a s o n i c a l l y t r e a t e d lecithin a d d e d to the s u b p h a s e caused a slow loss of s u r f a c e r a d i o a c t i v i t y b u t little p r e s s u r e change. The a d d i t i o n o f p r o t e i n s to the subp h a s e caused negligible c h a n g e s in the film even w h e n conditions were f a v o r a b l e for electrostatic h e t e r o e o a g u ] a t i o n a n d penetration. L e c i t h i n films were n o t h y d r o l y s e d by a s t r o n g l y acid s u b p h a s e at room t e m p e r a t u r e . T h e very low rate of h y d r o l y s i s p r o d u c e d b y alkali was p r o p o r t i o n a l to the subp h a s e O H - ion c o n c e n t r a t i o n : t h e a p p a r e n t activation e n e r g y a n d t e m p e r a t u r e coefficient (Q~o) of the reaction were 14250 cal. a n d 2.37 respectively. Alkaline h y d r o l y s i s of lecithin m o n o l a y e r s w a s m a r k e d l y s t i m u l a t e d by a d d i n g m e t h a n o l ( 1 0 - 2 0 % , v / v ) to t h e s u b p h a s e . T h e a d d i t i o n of ionic a m p h i p a t h s to t h e m o n o l a y e r h a d t h e expected type of effect on t h e h y d r o l y s i s rate, b u t i t s m a g n i t u d e w a s f a r less t h a n t h a t s u g g e s t e d by an a p p l i c a t i o n of t h e P o i s s o n - B o l t z m a n n equation for ion d i s t r i b u t i o n at a c h a r g e d interface.
Call for Nominations For Fifth AOCS Award In
Lipid Chemistry
tn Aprit 1964 the Governing Board of The American Oi! Chemists' Society established The American Oil Chemists' Award in Lipid Chemistry under the sponsorship of'the Applied Science Laboratories, Inc., State College, Pennsylvania. The previous recipients of the award are Erich Baer, Ernst Klenk, H, E. Carter and Sune Bergstr'6m. The fifth award will be presented at the 42nd Fall Meeting in New York, October 20-23, 1968~ The award consists of a $2,500 honorarium accompanied by an appropriate scroll. Policies and procedures governing the selection of award winners have been set forth by the AOCS Governing Board. Chairman of the Award Nomination Canvassing Committee is R. J. VanderWal, Armour & Co. The function of the committee is to solicit nominations for the fifth award. Selection of the award winner will be made by a special award committee whose membership will remain anonymous. Rules The rules prescribe that nominees shall have been responsible for the accomplishment of original research in lipid chemistry and must have presented the results thereof through publication of technical papers of high quality. Preference will be given to individuals who are actively associated with research in Iipid chemistry and who have made fundamenta~ discoveries that affect a large segment of the lipid field. For award purposes, the term "lipid chemistry" is considered to embrace all aspects of the chemistry and biochemistry of fatty acids, of naturally occurring and synthetic compounds and derivatives of fatty acids, and of compounds that are related to fatty acids metabolically, or occur naturally in close association with fatty acids or derivatives thereof. The award will be made without regard for national origin, race, color, creed or sex. Letters of nomination together with supporting documents must be submitted in octuplicate to R. J. VanderWal, Chairman, AOCS Award Nomination Canvassing Committee, Armour & Co., Research Division, 801 W. 22nd St., Oak Brook, Illinois 60521 before the deadline date of August 1, 1968. The supporting documents shall consist of professional biographical data, including a summary of the nominee's research accomplishments, a list of his publications, the degrees he holds, together with the names of granting institutions, and the positions held during his professional career. There is no requirement that either the nominator or the nominee be a member of the American Oil Chemists' Society. Remember the DEADLINE, August 1~ 1968
Jr., K . C. L e o n g a n d G. M. K n o b l , J r . ( B u r e a u of Con> mercial Fisheries, College P a r k , Md. 20740). J. Food Sci. 32, 342--45 (1967). Three m e n h a d e n oll p r e p a r a t i o n s - - l ) d e s t e a r i n a t e d , 2) molecularly distilled triglycerides, a n d 3) ethyl esters of m e n h a d e n f a t t y a c i d s - - w e r e f e d to broilers at a 5 % level. Corn oil a n d tallow were f e d as controls. T h e f l a v o r - c o n t r i b u t i n g c o m p o n e n t ( s ) in tile m e n h a d e n oil p r e p a r a tions a p p a r e n t l y resided in t h e f a t t y acids w h e t h e r t h e p r e p a r a t i o n s were f e d as the trlglyeeride or as t h e ethyl ester. COMPOSITION OF BOVINE 3iUSCLE LIPIDS AT VARIOUS CARCASS LOCATIONS. P . W. O ' K e e f e , G. H. W e l l i n g t o n , L. R. M a t t i c k a n d J. R. Stouffer (Cornell Univ., I t h a c a , N e w Y o r k ) . J. Food Sci. 33, 188-92 (1968). Bovine i n t r a n l u s e u l a r lipids e x t r a c t e d f r o m the s e m i t e n d i n o s u s triceps b r a c h i i a n d ]ongiss i m u s dorsi muscles were f r a c t i o n a t e d into n e u t r a l f a t s a n d phospholipids. There were significantly lower contents af total f a t a n d n e u t r a l f a t in the s e m l t e n d i n o s u s as c o m p a r e d to the other two muscles. T h e phospholipids were p r e s e n t in all three muscles at a level of a p p r o x i m a t e l y 500 m g per ]00 g o f tissue. T h e r e was significantly more C 1 4 : 0 in t h e l o n g i s s i m u s dorsi n e u t r a l f a t f r a c t i o n s t h a n in the semitendinosus neutral fat fractions.
INFLUENCE OF PORCINE ~iUSCLE STI~UCTURE ON ITS LIPID ACCUMULATION DURING GROWTH. R. G. K a u f f m a n a n d A. H. S a f a n i e (Dept. of A n i m a l Sci., Univ. of Ill., U r b a n a , Ill.). J. Food Sci. 32, 283-86 (1967). To d e t e r m i n e the influence of f a s c i c u l a r o r g a n i z a t i o n a n d disposition of muscle s t r o m a on the deposition of i n t e r f a s e i c u l a r lipids, six m u s c l e s repr e s e n t i n g two c o n t r a s t i n g s t r u c t u r a l t y p e s were selected f r o m each of five l i t t e r m a t e p i g s e x s a n g u i n a t e d at different s t a g e s of growth. Looseness of f a s c i e u l a r o r g a n i z a t i o n , as determ i n e d s u b j e c t i v e l y by microscopic e x a m i n a t i o n , g e n e r a l l y paralleled the q u a n t i t y of i n t e r f a s c i c u l a r lipid as d e t e r m i n e d b y chemical analysis.
EFFECT OF DIETARY- FAT AND PROTEIN ON LIPID COMPOSITION AND OXIDATION IN CHICKEN ~IUSCLE. J. E. Marion, T. S. Boggess Jr. a n d J. G. W o o d r o o f ( F o o d Set. Dept., Univ. of Ga., E x p e r i m e n t , Ga.). J. Food Sci. 32, 426-29 (1967). Sampleu of white muscle (pectoralis m a j o r ) were t a k e n f r o m 100 male, broiler-type chickens which h a d been reared to 58 d a y s of age on r a t i o n s differing in p r o t e i n level and in type of s u p p l e m e n t a l fat. L i p i d s were e x t r a c t e d f r o m each sample and f r a e t i o n a t e d into (1) n e u t r a l lipids, (2) cephalin a n d (3) lecithin. Correlation coefficients between T B A values and level of each lipid c o m p o n e n t were o b t a i n e d a f t e r treatm e n t effect was s t a t i s t i c a l l y removed. T h e 22-carbon f a t t y acids with f o u r or five double b o n d s in cephalin a n d lecithin, a n d linoteic acid in n e u t r a l lipids a n d lecithin were positively correlated with T B A values.
EFFECT OF REFINED I~IENtIADEN OIL ON THE FLAVOI% AND FATTY ACID COMPOSITION OF BROILER FLESH. D. Miller, E. H. G r u g e r
THE AI%~INOETHYLPHOSPHONATE-CONTAINING LIPIDS OF RUt%tEN ( C o n t i n u e d on p a g e 413A)
a. A ~
oi~ c . , ~ s ~ s '
s o o , J~LY 196s (voL. as)
411A
ABSTRACTS:
BIOCHEMISTRY
(Continued from page 411A) PROTOZOA. R. M. C. Dawson and P. K e m p (Inst. of Animal Physiol., Cambridge, E n g l a n d ) . Biochem. J. 105, 837-42 (1967). A method is presented for identifying and estimating the aminoethylphosphonate (ciliatine) -containing phospholipids in a cmnplex mixture. Evidence was obtained t h a t the phospho]ipids of a pure culture of Entodini~ttm caudatum and a mixed rumen protozoa sample contain diglyceride ciliatine, and a plasmalogen ciliatine was detected in the ]utter. A ninhydrin-positive sphingolipid was isolated from rumen protozoa. Although chrmnatographicalty homogeneous on silica gel it contains two components, which were provisionally identified as eeramide eiliatine and ceramlde phosphorylethanolamine. A detailed phospholipid analysis of E. caudatum and rumen protozoa is presented. They contain no phosphatidylserine or cardiolipin, but an unidentified phosphoglyceride containing a zwitterionic amino acid :is present. DIETARY STEROLS AND THEIR RELATIONSHIP TO ATHEROSCLER0SIS. W. E. Connor (Univ. of Iowa, Iowa City). J. Am. Dietetic Assoc. 52, 202-7 (1968). The role of dietary sterols in the pathogenesis of atherosclerosis is discussed. Cholesterol is the most significant sterol in food, both quantitatively aud because it enters the body's metabolism. Cholesterol in the diet produces hypereholesteremla, atherosclerosis and coronary heart disease in m a n y experimental animals, including prlmates. I n h u m a n population groups, dietary cholesterol concentration correlates well with the incidence of coronary heart disease and, finally, dietary cholesterol level greatly influences the serum cholesterol and phospholipid levels in h u m a n beings. The restriction of cholesterol in diets designed to prevent and treat hypereholesteremia and coronary heart disease in n m n has sound logical and experimental basis. CHANGES I N HEPATIC LIPOGENESIS DLT!glNG DEVELOP~:ENT OF THE ~-~. C. It. Taylor, E. Bailey and W. Bartley (Univ. of Sheffield, E n g l a n d ) . Biochem. J. 105, 717-22 (1967). Changes in the activity of A T P citrate lyase, malie enzyme, glucose 6-phosphate dehydrogenase, pyruvate kinase and fructose 1,6-diphosphatase, and in the ability to incorporate acetate1-'4C into lipid have been measured in the livers of developing rats between late foetal life and maturity. In male rats the activity of those systems directly or indirectly concerned in lipogenesis fall after birth and remain at a low value until weaning, after which time they rise to a maximum at 30 to 40 days and then decline, reaching adult values at about 60 days. Malie enzyme activity follows a similar course, except t h a t none was detected in the foetal liver. P y r u v a t e kinase activity is lower in foetal t h a n in adult livers and rises to slightly higher than the adult value in the postweaning period. Fructose 1,6-diphosphatase activity rises from a very low foetal value to a m a x i m u m at about 10 days but falls rapidly to reach adult values at about 30 days. Weaning rats onto a high-fat diet caused the low activities of acetate incorporation, A T P citrate lyase, glucose 6-phosphate dehydrogenase and pyruvate kinase to persist after the suckling period. No differences could be detected in hepatic enzyme activities between males and females up to 35 days, b u t a f t e r this time female rats gave higher values for acetate incorporation, glucose 6-phosphate dehydrogenase activity and malic enzyme activity. The results are discussed in relation to changes in alimentation and hormonal influences. EFFECT I~ATTY
OF ACID
HYPOPHYSECTOI~Y ~[ETABOLISM
AND IN of
THE
REPLACE~IENT ICAT TESTIS. A.
THERAPY G0swalnl
ON and
W. L. Williams (Univ. Georgia, Athens, Ga.). Biochem. J. 105, 537-43 (1967). The influence of pituitary gonadotrophins and of testosterone on the conversion of linolelc acid into other polyunsaturated f a t t y acids by rat testieular tissue was studied. I n immature hypophysectomized rats, folliclestimulating hormone caused a threefold increase in the incorporation of radioactivity from linoleic-13~C acid into testicular lipids; the distribution of *~C in the polyunsaturated f a t t y acids, however, was not significantly affected. I n mature hypophysectomized rats, the hormonal treatments had less pronounced effects on ~4C incorporation into testicular lipids, but caused a significant increase in the percentage of ~4C incorporated into polyunsaturated f a t t y acids of the ~-6 series, luteinizing hormone and testosterone having the more pronounced influences. A time-course study of the appearance of radioactivity in the ejaculated spermatozoa of rabbits, after they had been given a tracer dose of linoleic-l-~C acid, indicated t h a t incorporation of radioactivity into spermatozoa occurred during all stages of spermatogenesis. a. A ~ . o~L c ~ s ~ s '
soo., J.LY 196s
( v o ~ . 45)
AND
NUTRITION
THE RELATIVE SIGNIFICANCE OF ACETATE AND GLUCOSE AS PRECURSORS FOR LIPID SYNTHESIS II'~ LIV],]I~ AND ADIPOSE TISSUE FRO~ RUMINANTS. R. W. Hanson and F. J. Ballard (Temple Univ. Med. School, Philadelphia, P a . ) . Biochem. J. 105, 529-36 (1967). The incorporation of labelled glucose into lipid by liver slices from sheep and cows is considerably less t h a n t h a t by liver slices f r o m the rat, though oxidation to CO~ occurs to a similar extent. Considerable amounts of acetate-~C are incorporated into f a t t y acids and nonsaponifiable lipids in rat and r u m i n a n t liver. Acetyl-CoA synthetase, the initial enzyme in the metabolism of acetate, has a high activity in liver from f a t s and ruminants. In adipose tissue from r u m i n a n t s more acetate than glucose is converted into lipids, whereas the converse is true in r a t adipose tissue. The greater incorporation of aeetate-~dC into f a t t y acids in adipose tissue from the r u m i n a n t as compared with the non-ruminant may be caused, in part, by the higher activity of acetyl-CoA synthetase activity in the ruminant. The results suggest that, in both liver and adipose tissue from ruminants, acetate is a more important source of lipid than glucose. Two enzymes of the hexose nmnophosphate shunt, glucose 6-phosphate dehydrogenase and 6-phosphog]uconate dehydrogenase, are active in both tissues and f r o m the three species.
• D r y i n g Oils and Paints CORROSION INHIBITION BY THE SALTS OF THE ~ONG-CHAIN FATTY ACIDS. A. G. Appleby and J. E. O. Mayne. J. Oil Col. Chem. Assoc. 50, 897-910 (1967). W h e n basic pigments, such as red lead, ZnO and CaCO~, are ground in drying oils, soaps are formed. These soaps break down in the presence of water and oxygen to yield a range of salts of mono- and di-basic acids, which may inhibit the corrosion of iron at a p H as low as 4.8. I t is suggested t h a t this inhibition is brought about by the formation of insolub]e cmuplex ferric salts, which reinforce the air-formed fihn until it becomes impermeable to ferrous ions. I n the presence of lead ions, inhibition takes place at much lower concentrations, and a possible explanation is p u t forward based on modification of the cathodic reaction. (Rev. Current Lit. P a i n t Allied Ind. No. 308) THE GLYCEROLYSIS STEP IN THE PRODUCTI0bI OF OIL MODIFIED ALKYD RESINS: PART IV. S0:h~E :NEW ASPECTS. ~ . A. Ghanem and F. F. Abd E1-Mohsen (Dept. of Po]ymers and Paints, The Natl. Res. Centre, Dokki, Cairo, U.A.R.). J. Oil Colour Chem. Assoc. 50, 441-50 (1967). Some new aspects of the glycerolysis of the ]inseed and cottonseed mixed triglyeerides are presented. The reaction rate does not increase to any appreciable extent with the increase of the molar concentration of glycerine even under very efficient stirring. Oxygen seems to retard the glycerolysis reaction, as it is found t h a t the reaction time is almost doubled when the glycerolysis is carried out in absence of a blanket of inert gas. Standard curves are devised from which the percentage of monoglyceride formed at any stage can be determined from the turbidity temperature of the mixture in ethyl alcohol. A method is proposed whereby, from experimental knowledge of the amounts of glycerol and monoglycerldes, the remaining amounts of diglyeerides and trlglyeerides can be calculated. The reaction mixture components are thereby fully assessed. FATTY ACIDS I N THE ~[A~UFACTUI~E OF SURFACE COATINGS. Anon. (V. Wolf, Ltd.). BooTclet 1957, 2nd Ed., 30 pp. This English edition covers the m a n u f a c t u r e of f a t t y acids and their use in the formulation of alkyds, epoxy resin esters and urethane oils. (Rev. Current Lit. P a i n t Allied Ind. No. 309.)
g
DALLAS TEXARKANA FORT WORTH MIDLAND HOUSTON BEAUMONT
413A
ABSTRACTS:
DRYING
CONJUGATION- OF VEGETABLE OILS VIA IRON TRICARBONYL COMPLEX. E. N. F r a n k e l (U.S. Sec'y of A g r . ) . U.S. 3,373,175. A process of c o n j u g a t i o n of p o l y u n s a t u r a t e d v e g e t a b l e oils or of their m e t h y l esters u s i n g a n excess of iron p e n t a c a r b o n y l f o r 2 - 4 hrs. a t a critical t e m p e r a t u r e of 185C provides m a r k e d l y i m p r o v e d yields o f c o n j u g a t e d f a t t y iron t r i c a r b o n y l complex w h i c h is t h e n completely decomposed with FeCla to give a n a h n o s t f u l l y c o n j u g a t e d d r y i n g oil product. A t 185C the f o r m a t i o n of c o n j u g a t e d complex is g r e a t l y increased a n d the reaction need not be i n t e r r u p t e d to v e n t c o m p l e x - i n h i b i t i n g f o r m a t i o n s of CO_,.
OILS
•
AND
PAINTS
Dctcrgcnts
THE TECHNOLOGY OF MAI~UAL AND MECHANICAL DISH WASHING. H. Wedell. Fette Seifen Anstrichmittel 58, 551-556 (1966). T h e mode of w a s h i n g dishes m a n u a l l y differs s u b s t a n t i a l l y f r o m m e c h a n i c a l dish w a s h i n g in t h a t , in the f o r m e r , n e u t r a l s m ' f a c e active a g e n t s are used, while in the latter, alkaline a n d acid or r i n s i n g a g e n t s are used. H e a l t h h a z a r d s due to residual w a s h i n g a g e n t are n o t to be feared, THE EFFECT OF DETERGENT LEGISLATION I N WEST GERMANY. W. H u s m a n . Fette Seifen AnstvichmitteT, 58, 557-560 (1966). Since the d e t e r g e n t law h a s been in effect, the level o f d e t e r g e n t s flowing in the w a t e r s h a s been reduced considerably. The s o f t d e t e r g e n t s are to a l a r g e e x t e n t biologically decomposed by the purification plants. Decomposition of deterg e n t s in the w a t e r s is now accomplished m u c h more rapidly. W h i l e the d e t e r g e n t law h a s been quite effective, the u l t i m a t e solution to the p r o b l e m will be a s u b s t a n t i a l increase in t h e n u m b e r of biological purification p l a n t s .
COCONUT OIL ~ODI~'IED ALKYD RESINS AND COPOLYMERS THEREOF WITH AN ALKYL ACRYLATE. R. H. W h o l f (Allied Chemical Corp.). U.S. 3,37G194. A m e t h o d is described for p r e p a r i n g a modified alkyd resin capable of f o r m i n g a h o m o g e n e o u s copolymer with m e t h y l or ethyl acrylate. The m e t h o d comprises h e a t - r e a c t i n g (a) 2-5 p a r t s b y wt. of a n a l p h a ethylenically u n s a t u r a t e d o r g a n i c acid, ( b ) 25-60 p a r t s by wt. o f coconut oil, (e) 20-55 p a r t s b y wt. of a s a t u r a t e d dicarboxylic acid, a n d ( d ) a p o l y h y d r i c alcohol in a n amottnt sufficient to provide a 10 to 7 5 % m o l a r excess of h y d r o x y l g r o u p s over the a m o u n t required to r e a c t stoichiometrically with the carboxyl g r o u p s of the carboxylic acid components. The reaction is carried o u t in the presence of f r o m 0.005% to 0.5% by wt. of a p o l y m e r i z a t i o n i n h i b i t o r u n t i l a n a l k y d resin h a v i n g a n acid n u m b e r of f r o m 1 to 25 is f o r m e d .
PREPARATION AND SULFATION OF l~O~lO AND DISUBSTITUTED AMIDES OF I2-HYDROXYOCTADECANOIC ACID. H. Bertsch, H. Reinheckel a n d G. Czichocki ( I n s t . f o r F a t . Chem., Fer. Acd. of Sci., B e r l i n - A d l e r s h o f , GET.). Fette Seifen Anstrichimittel 68, 817 824 (1966). A series of n m n o a n d d i s u b s t l t u t e d a m i d e s o f 1 2 - h y d r o x y s t e a r i c acid are p r e p a r e d u s i n g d i f f e r e n t methods.
I
ORGANIC
CHEMIST
M.S. or equivalent with experience in f a t t y acids and f a t t y acid derivatives to direct a laboratory force of 15-20 men responsible for the quality control, product development and technical service of a midwestern f a t t y acid manufacturer.
Box A CHEMICAL ENGINEER Process and Equipment Design Opportunity for chemical engineer to participate in design of complete chemical and food processing plants w i t h active engineering-contracting organization. Prefer experience in fats and oil industry w i t h capability to design and s p e c i f y process and equipment. W r i t e or phone
ENGINEERING MANAGEMENT, INC. (EMI) 3166 D e s Plaines A v e n u e D e s Plaines, Illinois 60018 P h o n e (312) 827-316/~
For sale: Bamag B50 Electrolyser--capacity 2,400 cubic feet of Hydrogen per hour. Water Distillation Plant. Two Hydrogen compressors and motors. Electrical switchgear, voltage regulator and transformer---440 volts/480 amps to 110 volts/2,600 amps. Three Hewittic Selenium rectifiers at 3,000 amps. One gasholder. For further particulars apply to Liverpool Central 0il Co., Ltd., Oriel St., Vauxhall Rd., Liverpool 3, England.
414A
DEVELOPMENT CHEMIST Excellent opportunity for chemist with 3-5 years' experience in product development of cleaners and sanitizers for the consumer product field. Economics Laboratory is a rapidly expanding international organization with annual sales of approximately 90 million dollars. Excellent salary, benefits, working conditions and advancement potential. Position located in St. Paul, Minn. Send complete r6sum6, including salary history in confidence, to:
Dick Ottom, Employment Manager Personnel Department
Economics Laboratory, Inc. Osborn Building St. Paul, Minn. 55102 An Equ~ Opportunity Employer
~. A~I. OIL CHEMISTS' See., JULY 1968 (VoL. 45)
ABSTRACTS : DETERGENTS By sulfation with a ehlorosulfuric acid diethyl ether adduct followed by neutralization, sodium salt of monosulfurie acid esters of the substituted 12-hydroxystearic acid amide (sodium salt of substituted 12-bydroxysulfonyloxystearic acid amide) is formed. These compounds were investigated for use as anionic syndets. The surface tension, interracial tension at the liquid/solid interface, contact angle, wetting capacity and wetting ,'ate in relation to the concentration as well as the washing property of the aqueous solutions are measured. P ~ A S E DIAGtCA~S OF TEP~:,IARY POLYOXYETHYLENE N O ~ Y L P H E N Y L ETHEt¢- NONYLF HEN OL- %¥ATEK SYST]~MS. ~ azt:ltoshi ~enjo
(Takahashi Toyodo Co., Tokyo). Yqd~:agaku 17, 254-61 (1968). Phase diagrams of ternary systems consisting of polyoxyethylene nonylphenyl ether, (NP),~, in which n represents the degree of polymerization of ethylene oxide, nonylphenol (NP)o and water were studied. The phase diagrams of ternary (NP):o-(NP)o-H~O systems resembled those of binary (NP),-HfO systems, in which (n) equals to the calculated average degree of polymerization of ethylene oxide in the mixture of (NP):o and (NP)o. VISCOSITY OF AQUEOUS SODIUM DODECYL SULFATE SOLUTION AND THE EFFECT OF INORGANIC ELECTROLYTES ON IT. T o n i o o
Ito and Hiroshi Mizutani (Kao Soap Co., Tokyo). YukagaIcu 17, 246-8 (1968). The relation between the logarithm of the viscosity and concentration of sodium dodecyl sulfate was linear up to 25%. The viscosity of aqueous sodium dodecyl
I
sulfate was lowered by addition of a small amount of inorganic electrolytes, but increased by addition of large amount of them. The viscosity was also affected by ionic vMence of the anion of the inorganic electrolyte. PREPARATION AND SULFATION O~~ N-SUBSTITUTED 12-ttYDl~OXY-
OCTADECANE-(9)AEID-(1)A~:IDES. H. Bertsch, H. Reinhecke] and G. Czichocki (Inst. for F a t Chem, Get. Acad. of Sei. t~erlin-Adlershof, Ger.). Fette Seifen Anstrichmittel 68, I002-1009 (1966). Ricinoleic acid amides, substituted at the nitrogen atom, were converted to the sodium salts of the monosulfuric acid esters of the substituted rielnoleic acid amides (sodium salt of substituted 12-hydroxy sulfonyloxyoIeie acid amide) by sulfation with ehlorosulfurlc aciddiethyl ether-adduct followed by neutralization. Washing capacity, surface tension, angle of contact and wetting capacity were measured in :.elation to the concentration of the aqueous solutions of these anion active surfactants. T H E EFFECT OF SUI~FACTANTS ON ttETEI~0GENEOUS POLYI~fEI~IZA-
TIONS. A. E. Alexander and D. It. Napper (Univ. of Sydney, Sydney, Australia). Chem. Ind. (London) 1957, 1936-40. Experinlental results are reported which illustrate the complexity of the effects which surfactants exert on heterogeneous polymerizations. One of the most important of these is the nlodification of colloid stability which accompanies surfactant adsorption onto the polymer surface, thus making the partic3e nucleation stage especially susceptible to profound alteration.
IIIIIII
~IBB|iN|||B||RR|R||RN|NN|BNBRBBBBB|||R|||||||||
| II | l ! l I l I I I I I I I I I I I l i I I ! ! ! i I ! I I I I I I I I i I
1
The rapid growth of ADM's Soybean Division t h r o u g h processing expansion and product diversification has created the following openings at our Decatur, Illinois, Soybean Processing Complex:
MANAGER OF QUALITY CONTROL M a n a g e m e n t r e s p o n s i b i l i t i e s will include t h e o p e r a t i o n of 7 l a b o r a t o r i e s and the s u p e r v i s i o n of a p p r o x i m a t e l y 25 people. Technical r e s p o n s i b i l i t y will include . . . the d e v e l o p m e n t of Q.C. t e s t s on n e w s o y b e a n f o o d s and finished s o y b e a n oils, b o t h liquid and h a r d e n e d . . d e t e r m i n e a c c e p t a n c e and r e j e c t i o n s t a n d a r d s and r e l a t e to p r o d u c t i o n . . . e v a l u a t e n e w chemical a n a l y s i s t e c h n i q u e s . . . s u p e r v i s e s a m p l i n g in all p l a n t s . . . m a y include some c u s t o m e r technical service, R e q u i r e s a d e g r e e w i t h m i n i m u m 5-10 y e a r s Q.C. e x p e r i e n c e in t h e food or chemically r e l a t e d i n d u s t r i e s .
SR. CHEMICAL ENGINEER Our technical g r o u p is s e e k i n g a B.S. or M.S. Chemical, I n d u s t r i a l or Mechanical E n g i n e e r w i t h 3-10 y e a r s e x p e r i e n c e in t h e food or o t h e r r e l a t e d i n d u s t r i e s ( p r e f e r a b l y w i t h v e g e t a b l e or a n i m a l oil r e f i n i n g ) to a s s i s t t h e m in b u i l d i n g a n d d e v e l o p i n g n e w s o y b e a n p r o c e s s i n g p l a n t s . R e s p o n s i b i l i t i e s will include v e g e t a b l e oil p r o c e s s e n g i n e e r i n g , p l a n t and c a p i t a l e q u i p m e n t studies, p l a n t yield r e p o r t s , c o n t r o l t e s t s , h y d r o g e n p l a n t o p e r a t i o n and m a i n t e n a n c e and e v a l u a t i o n o f p r o g r a m s f o r w a s t e disposal. O p p o r t u n i t i e s will be available in 1-3 y e a r s to move into p r o d u c t i o n m a n a g e m e n t . I f you a r e i n t e r e s t e d in a r e s p o n s i b l e c a r e e r o p p o r t u n i t y in e i t h e r Q.C. or E n g i n e e r i n g and w a n t to g r o w w i t h a r a p i d l y e x p a n d i n g c o m p a n y , we would like to h e a r f r o m you. P l e a s e call collect (612) 372-2354 o r send rdsum~ in confidence to:
DAVID C. MAHR, Employment Representative
ADM
ARCHER DANIELS MIDLAND 733 Marquette Avenue, Box 532 Minneapolis, Minnesota 55440 An Equal Opportunity Employer
|
5. A~:. o:L c . ~ s ~ s '
soo., J . L r :96s (vo,,. ~5)
415A
t
I I I I I I l I I I I I I I I I I I I I I I I I I I l I I I I l I I I I I I
ABSTRACTS : DETERGENTS PP~ocEss FOR PREPARINO~DET:ERGENTCOI~IPOSITIONS. D. M. van I(ampen, F. J. Kerkhoven and W. van der Star (Lever Bros. Co.). U.S. 3,370,015. A process is claimed which is suitable for forming a strong, fast-dissolving detergent tablet and in which a hydrated condensed phosphate is added to the detergent prior to compression into tablet form. DETERGENT ALKYLATE COMPOSITION. G. J. McEwan (Monsanto Co.). U.S. 3,370,100. A detergent intermediate composition comprises a mixture of (1) monododecyl aromatic hydrocarbons selected from the group consisting of monododecyl-benzene, -toluene and -xylene in which the dodecyl portion contains 6 to 9 methylene groups and branching on about 25 to 50% of its alpha carbon atoms, and (2) monooctadeeyl aromatic hydrocarbons selected from the group consisting of mono-oetadecyl-benzcne, -toluene and -xylene, in which the octadecyl portion contains 9 to 15 methylene groups and branching on about 5 to 50% of its alpha carbon atoms; the weight ratio of the monododccyl aromatic hydrocarbon to the mono-oetadeeyl aromatic hydrocarbon in the mixture is from about 1:4 to about 4:1. WATEt~*SOLURLE SUI~EACTANTCO!~IPOSITIONS IN THE F01gl~l: OE CONDENSATION PRODUCTS OF LONG CHAIN M:ONOeARBOXYLIC ACIDS, DIETHANOLAMINE AND AROMATIC POLYBASIC ACIDS, DIETHANOLAMINE AND AROMATICPOLYBASIC ACIDS IN CERTAIN MOb RATIOS. J. T. Foley and G. Barker (Witeo Chem. Co.). U.S. 3,373,173. Water-soluble surfactants which are useful as detergents and emulsifying agents comprise condensation products of long chain aliphatic monocarboxylie acids, diethanolamine and mononuclear aromatic polybasie acids in certain molar ratios to each other, depending upon whether the aromatic polybasic acid is di-, tri-, tetra- or hexacarboxylie. An illustration of this class of compounds is the condensation product of 1 reel of a long chain aliphatic monocarboxylic acid, 6 to 7.5 mols of diethanolamine and 2 to 2.4 tools of phthalle anhydride.
SCC Announces '68 Seminar The 1968 Seminar of the Society of Cosmetic Chemists will be held September 12-13, 1968, at the Sheraton Hotel, Boston, Mass. The Seminar theme is "Cosmetic Aerosols-Technology and Marketing." Seminar Chairnmn W. E. Lange has announced the following tentative program:
Marketing Section: New Marketing Aspects of Aluminum Aerosol Containers in the Drug and Cosmetic :Field. F r a n k Rubino, Peerless Tube Company. The Mystieal, Magical World of Aerosols. B. A. Rauseh, E. I. du Pont de Nemours & Company. The Shaving Cream Olympic Games. Gillette Safety Razor Co.
R. J.
Pietrzak,
Technical Section: Alcohol Quality and the Degradation o£ Aerosol Products and Packages. R. F. Robey, E n j a y Chenfical Laboratory. An Evaluation of the Single Stage Undereap Filler for Cosmetic and Pharmaceutical Aerosol Products. R. T. Voegeli, J. B. Ward and H. It. Hutchins, Johnson & Johnson. Technology of Consistent Aerosol Foam Dispensing Without Costly Gadgetry. Carmelo Carrion, Jr. and H. W. Mace, Aerosol Techniques. A Comparative Evaluation of Aerosol Containers, Valves and Gaskets With Respect to Minimizing Weight Loss. F. J. Stanave, J. B. Ward and H. It. tIutehins, Johnson and Johnson. Aerosol Fornlulations--A General Outline. P. Sgaramella, Beecham. In Vivo Evaluation of Aerosol Sprays in the Human Eye. M. V. Shelanski, Food and Drug Research Laboratories. Fluorinated Additives in Aerosol Cosmetics. B. B. Cover, Pennsalt Chemicals. A Rationale for the Physical Measurements of Household and Cosmetic Aerosols. S. Posner, J. Scheimberg, R. Goldhamer and S. Carson, Food and Drug Research Laboratories. Evaluation of Several Methods for the Determination of Particle Size Distribution of Selected Aerosol Cosmetics. J. J. Sciarra, St. John's University. Studies of New Aluminum Cmnpounds for Antiperspirant Use. II. S. M. Beekman, J. M. Holbert and H. W. Schmank, Chattem Chemicals. The Identification and Quantitative Determination of Propellants in Aerosols. W. R. Murphy, Gillette Safety Razor Company. New Concepts in Pressurized Packaging. Barr Company.
IV[. J. Root, G.
Rheological Evaluation of Aerosol Systems Under Pressure. Ralph Shangraw, University of Maryland. Effect of Vapor Tap Valves on Propellant-Product Ratio. Allied Chemical Corporation. Registration blanks will be mailed to the S.C.C. membership. Others may obtain blanks by writing to: Society of Cosmetic Chemists, 50 East 41st St., New York~ N.Y. 10017.
416A
a
AM. OIL OItEMISTS' S e e . , JULY 1968
(VoL
45)